Refine Search
Sort by
5188 Siesta Woods Drive, Sarasota
$1,650,000
4 Beds ⋅ 3 Baths ⋅ Siesta Woods SubDv. ⋅ 34242 Zip Code
Experience the best of Siesta Key living at 5188 Siesta Woods Drive, a spacious four-bedroom home offering exceptional privacy, expansive indoor and outdoor living and a resort-style pool setting just one mile from Siesta Key Beach. Surrounded by extensive tropical landscaping and enclosed by a privacy wall and gated entrance, the property feels wonderfully secluded while remaining close to everything that makes island living so desirable. Additional pool privacy screens and thoughtfully designed landscaping further enhance the sense of seclusion. The elevated main living level is bright and open, with vaulted ceilings, tile and hardwood floors and an easy flow between the living, dining and kitchen areas. The remodeled kitchen features granite countertops, custom wood cabinetry, stainless steel appliances, abundant workspace, breakfast bar seating and a Culligan reverse osmosis water system. Three new refrigerators, located in the kitchen, garage and bar area, provide added convenience. French doors with impact glass open to a spacious covered balcony overlooking the pool and tropical surroundings, with plenty of room for dining, entertaining or relaxing. A split bedroom plan provides privacy, with a spacious primary suite featuring two thoughtfully redesigned walk-in closets. Two additional bedrooms, a full bath and laundry room complete the main level. The lower level adds tremendous flexibility with a large family room, office, oversized fourth bedroom, bonus area and half bath, creating wonderful options for guests, recreation or working from home. French doors lead directly to the expansive screened lanai and heated, free-form saltwater pool, one of the home’s standout features. A generous paver deck offers both sunny and shaded areas for lounging, dining and entertaining, complemented by multiple covered areas, privacy screens, lush landscaping and an outdoor shower. A new pool pump and chlorinator were added in 2024. Impact windows and doors provide additional peace of mind, complemented by a metal roof, three-zone air conditioning, composite decking and stairs and an oversized two-car garage with additional storage. Recent 2025 improvements include a new washer and dryer, a resurfaced and sealed garage floor and newly resurfaced pavers surrounding the pool and along the driveway. Meticulously maintained and in excellent condition, with a pre-listing inspection completed, this home offers an uncommon combination of privacy, space and exceptional outdoor living. An extensive collection of furnishings is also available for purchase separately, offering buyers the opportunity for a turnkey, move-in-ready island home. Ideally situated approximately one mile from Siesta Key Beach and convenient to Siesta Key Village, with downtown Sarasota’s dining, shopping, arts and cultural attractions just a short drive away. (Garage refrigerator, TVs and Sono system are not included)

5188 Siesta Woods Drive, Sarasota

3701 Prairie Dunes Drive, Sarasota
$910,000
3 Beds ⋅ 3 Baths ⋅ Country Club Of Sarasota The SubDv. ⋅ 34238 Zip Code
A BEST BUY IN COUNTRY CLUB OF SARASOTA. Beautifully UPDATED AND APPOINTED WITH FINE QUALITY IMPROVEMENTS. This 3-bedroom and 2.5 bath home with private Office exudes elegance. Ideally situated on a quiet Cul-de-sac with a scenic golf course view in this highly sought-after gated community. Picturesque sunsets may be enjoyed from the covered and shaded lanai while relaxing in pool.* Highlights include: SEPARATE FIREPLACES IN BOTH LIVING AND FAMILY ROOMS; custom wood flooring with soaring ceilings; Custom built-ins throughout; a kitchen with Designer wood cabinetry, Granite counters, Stainless Steel Appliances, Sub-Zero refrigerator, microwave, and Wine refrigerator; Plus, custom privacy shades on the skylights. Relax in the master bath’s Hydro/spa tub after a long day on the Golf course or coming home from the Beach. Set back on a QUIET Cul-de-sac, this house exudes Warmth, Elegance and Style. Love Golf? Join TPC and enjoy two 18-hole courses, parties and member events. This is a gated community with guard gate (guard is on site 24/7). NO CDD FEE! Golf Course and Tennis membership is NOT REQUIRED. Convenient to Costco, Publix, Gulf Gate Restaurants and Siesta Key Beach, Downtown Sarasota, and all that Sarasota and Palmer Ranch has to give. One of the owners is a Florida Real Estate Broker. * The pool cage had wind damage that necessitates new cage construction. The owners will credit $25,000 to the Buyer(s) at closing, allowing them to choose the color and design details of their new cage.

3701 Prairie Dunes Drive, Sarasota

7143 Wood Creek Drive Unit 203, Sarasota
$229,900
2 Beds ⋅ 2 Baths ⋅ Woodside Terrace SubDv. ⋅ 34231 Zip Code
Just 8 minutes from SIESTA KEY this 2/2 condo Is fully FURNISHED in a modern/coastal decor. It has an open floor plan featuring stainless appliances, granite counters, 2 renovated baths, & inside laundry rm. There's a screened lanai, w/ new 2005 hurricane shield protecting both sliders. A large storage area and carport at your doorstep. Low maint fees ( $ 603) include INTERNET, ROOF REPLACEMENT, ext maint, HEATED POOL, ext insurance, pest control, management, TRASH, landscaping etc. The remodeled clubhouse has a grill, full kitchen W/WINE BAR, internet, lg TV, darts, & a library. There's always fun social events ( poolside TIKI BAR ) in this 55+, well maintained community. There are brand new Roofs on this 2story, carports & clubhouse ( 9/15/26 ) The complex & unit did not experience any water damage during the last hurricanes. Located just a few blocks from the fun & funky VILLAGE of GULF GATE . EASY TO VIEW!

7143 Wood Creek Drive Unit 203, Sarasota

4375 Sedley Lane, Sarasota
$719,000
3 Beds ⋅ 4 Baths ⋅ Bent Tree Village SubDv. ⋅ 34241 Zip Code
Virtually Staged. Welcome to Bent Tree Village, one of Sarasota's most respected golf communities. This home, situated at the end of a quiet cul de sac boasts one of the best views in the community. This 2,600+ s.f. home looks out over a peaceful pond with picturesque golf course in the distance. Inside, a huge living room greets you with warm wood floors and walls of sliding glass doors leading out to the pool and patio. The oversized central kitchen has cathedral ceilings with stone counters and cherry cabinetry with built in stove and microwave. It overlooks the large family room that also has cathedral ceilings plus a stunning stone fireplace. The primary bedroom steps out to the huge patio/pool area as well and has two walk-in closets and updated primary bathroom. The guest bedrooms are on the other side of the home with one ensuite bedroom and the other with new flooring also has patio access. There is an inside laundry room and oversized garage. Enjoy very low electric bills with the roof solar panels knocking your electric bill down by hundreds of dollars per month. The HVAC was replaced in 2022, roof in 2015, a 2021 water heater, pool resurfaced in 2016, 2022 irrigation system, 2021 hurricane shutters and some new windows, and a 2017 garage door. Bent Tree is located close to I-75 and shopping and is only a short distance to the Bent Tree Golf Course club. The golf course is public and features a completely refurbished and redesigned 18-hole golf course. The course also has a pro shop, practice greens, restaurant, and club house. Membership is optional. Don't miss this home with very inviting floor plan overlooking beautiful nature and golf course in the sought-after Bent Tree community!

4375 Sedley Lane, Sarasota

624 Saint Andrews Drive, Sarasota
$525,000
3 Beds ⋅ 2 Baths ⋅ Whitfield Country Club Estates SubDv. ⋅ 34243 Zip Code
YOUR PRIVATE ISLAND OASIS AWAITS! Prepare to be impressed the moment you step through the front door of this beautifully updated home. Gorgeous travertine flooring flows throughout the great room, kitchen, dining room, and hallway, while the open floor plan and dramatic stone archway create an elegant space perfect for entertaining. The remodeled kitchen is a true showstopper, featuring a pecky cypress beam, IKEA cabinetry, floating upper cabinets, granite countertops, stainless-steel appliances, gas range, Bosch dishwasher, new LG refrigerator, Farmhouse sink and a large movable island with deep drawers and bar seating. The spacious primary suite features elegant French doors leading into the closet and second and third bedroom open directly to the pool area. All bedrooms feature beautiful bamboo flooring and stylish barn doors. The luxurious remodeled primary bath offers custom tilework, a new shower, Neo-Metro stainless-steel commode, and custom sink. The guest bath has also been tastefully updated with a stylish bowl sink . OUTDOOR LIVING AT ITS BEST! Step outside into your own private backyard resort. The saltwater pool features a Pebble-Tec finish, updated pump and filter, while the covered outdoor kitchen offers a gas grill, sink, granite countertops, and paver patio. Enjoy evenings around the gas fire pit and outdoor torches. Truly a spectacular backyard to entertain. The beautifully landscaped, backyard features a mature oak, bamboo, decorative landscaping, AstroTurf, and a stunning waterfall and koi pond. The unique triangular lot provides an abundance of space for entertaining and enjoying the Florida lifestyle. Additional highlights include a 2020 Vera Clay tile roof, 2020 A/C, newer windows, New Water Heater ( 2026) new attic insulation and ductwork, UV-C light, new gutters, updated plumbing, Jet flushed relined pipes, irrigation system, security system, exterior video surveillance, and refinished driveway. The backyard has a 10 x 12 Tuff shed, with sliding glass doors, Shelving, Peg Boar, air hawk vent, Cottage solar lights. New Super gutters are the home. This is more than a home—it’s your own private retreat. Beautifully updated, wonderfully maintained, and designed for unforgettable indoor and outdoor living. Centrally located to Sarasota and Bradenton, deed-restricted, optional HOA for $40.00 a year; members receive a culinary membership to Sarabay Country Club! Conveniently located near downtown Sarasota, shopping centers, dining and entertainment and the beautiful Gulf Coast beaches! HURRY—THIS MUST-SEE HOME WON’T LAST!

624 Saint Andrews Drive, Sarasota

1519 Pelican Point Drive Unit 288, Sarasota
$360,000
2 Beds ⋅ 2 Baths ⋅ Pelican Cove SubDv. ⋅ 34231 Zip Code
Welcome to your fully furnished, TURNKEY water view condo. Simply move-in and take in the tranquil Little Sarasota Bay and marvel at the dolphins, manatees, birds, and other wildlife. This remodeled 2 bed/2 bath condo features soaring cathedral ceilings, clerestory windows, generous open floor plan and luxury vinyl flooring throughout. This bright and peaceful second-floor unit is centrally located within the 75-acre, botanic garden-like setting of Pelican Cove. Across the way is the private picturesque 87-boat slip harbor. Boat and kayak to Midnight Pass and have direct access to the gulf. Residents gain entry to the unique blend of natural habitats, miles of scenic trails, a fitness room, multiple heated pools and hot tub. There are six new pickle-ball courts and resurfaced tennis courts with active clubs for play. Many more recreational and cultural events are hosted year around. Robust live music, art and culture, and educational seminars are abundant in season. The community is also conveniently located with shopping and restaurants nearby. Siesta Key and downtown Sarasota are in very close proximity as well.

1519 Pelican Point Drive Unit 288, Sarasota

4214 Tee Road, Sarasota
$519,000
3 Beds ⋅ 2 Baths ⋅ Kensington Park SubDv. ⋅ 34235 Zip Code
GORGEOUS and PRIVATE BACKYARD • FLEXIBLE FLOOR PLAN • NEWER ROOF & A/C • PRIME SARASOTA LOCATION Welcome to this well-maintained 3-bedroom, 2-bath single-family home with a 2-car garage and an exceptional fully fenced backyard offering privacy, versatility, and plenty of space to enjoy the Florida lifestyle. Major updates include a roof installed in 2022 and an air conditioning system installed in 2024, providing added peace of mind for the new owner. Thoughtfully designed with low-maintenance landscaping, paver areas, and a clean, easy-care outdoor setting, the backyard features an outdoor shower, shade awning, and storage shed—perfect for relaxing, entertaining, gardening, or simply enjoying the outdoors. A welcoming front patio provides an additional spot to sit and unwind. Inside, the home offers a desirable split-bedroom floor plan with barn doors providing separation between the two sides of the home. The spacious living room features large windows that fill the space with natural light, along with crown molding that adds a touch of character. Easy-care laminate flooring flows throughout much of the home. The kitchen offers stainless steel appliances, abundant storage, and a convenient passthrough to the dining room, creating an open connection between the kitchen and dining areas. Just off the kitchen, the family room provides additional living space and flexibility for everyday living or entertaining. A versatile sunroom, currently used as an office and sitting room, offers a comfortable space to work, read, or relax. Built-in cabinetry provides excellent storage and functionality, while French doors separate the sunroom from the main living area, allowing you to close off the space when desired. The laundry room adds even more valuable storage. Located in a quiet and convenient Sarasota neighborhood, this home puts you close to shopping, dining, beaches, and entertainment. UTC Mall and the surrounding shopping district are approximately 5 miles away, Lido Key Beach is under 8 miles, and world-famous Siesta Key Beach is approximately 10 miles away. The home is being offered partially furnished, providing an opportunity for a convenient transition into your new Sarasota home. With its newer roof and A/C, flexible interior, private fenced backyard, abundant storage, and convenient location, this property offers an inviting combination of comfort, updates, and Florida living.

4214 Tee Road, Sarasota

800 N Tamiami Trail Unit 815, Sarasota
$919,000
2 Beds ⋅ 2 Baths ⋅ Alinari SubDv. ⋅ 34236 Zip Code
Immerse yourself in the vibrant energy of Sarasota’s coveted Rosemary District, where an inspired coastal lifestyle unfolds just beyond your doorstep. Perfectly positioned, moments from The Bay Sarasota and The Quay Sarasota, this residence offers effortless access to the city’s most exciting transformation – lush bayfront greenspaces, scenic paths, a new pier and curated waterfront experiences, including free concerts, yoga and even a kayak launch. Right at your doorstep you will discover a dynamic collection of Rosemary District cafés, acclaimed restaurants, artisan bakeries and boutique shops, all contributing to a navigable, cultured and endlessly engaging lifestyle. From morning rituals to sunset dinners along the bay, this residence, set within Alinari at Rosemary Place, invites you to experience Sarasota at its finest. Framed by breathtaking true full waterfront views that stretch across Sarasota Bay and beyond, this beautifully redesigned two-bedroom, two-bath residence captures unobstructed westerly vistas from its highly desirable eighth-floor position in the south tower, where natural light pours in and sunset gazing becomes a daily ritual. The interiors have been thoughtfully reimagined with a clean, modern aesthetic, featuring wide plank luxury flooring, quartz surfaces, new modern fixtures and a cohesive move-in-ready design. The open layout enhances the connection to the water, while a rare walk-in laundry room and additional flex storage space add everyday convenience. The primary suite offers a serene retreat with a walk-in closet and a well-appointed, fully customized en-suite bath, while the second bedroom is equally versatile for guests or a home office – each space sharing in the residence’s captivating views. Alinari presents a refined residential experience with amenities beyond expectation. Enjoy the privacy of a third-floor Olympic-length pool and deck where recreation and relaxation can easily be found. The state-of-the-art fitness center, modern and fully upgraded theater, business center, two- guest suites newly renovated, game room, gated entry garage, 24-hour concierge and on-site security are just a small sample of Alinari features and lifestyle. Unique to the property you will enjoy a beautifully landscaped 35,000 sq ft gated recreational space that is for the exclusive enjoyment of Alinari owners and their pets. With strong reserves, no current assessments and elevated construction in Flood Zone X, the building offers peace of mind and enduring value. Complete with two garage parking spaces and climate-controlled storage, this residence is a rare opportunity to enjoy downtown Sarasota living at the intersection of culture, convenience and sweeping waterfront beauty.

800 N Tamiami Trail Unit 815, Sarasota

4415 Highland Oaks Circle, Sarasota
$813,000
3 Beds ⋅ 3 Baths ⋅ The Meadows SubDv. ⋅ 34235 Zip Code
Virtually Staged. Welcome to an elevated Sarasota lifestyle in The Highlands at The Meadows, where timeless design, privacy, and resort-style living come together beautifully. This impressive 3-bedroom, 2.5-bath pool home with a NEW ROOF 2026 ,offers approximately 2,046 square feet of thoughtfully designed living space on a generous .34-acre homesite with peaceful golf-course views. From the moment you enter, the home feels bright, spacious, and refined, with soaring vaulted ceilings, an open-concept layout, abundant natural light, and a desirable split-bedroom floor plan. The kitchen is designed for both everyday living and entertaining, featuring solid wood cabinetry, stone countertops, stainless-steel appliances, and ample prep and storage space. The living areas flow effortlessly to the private outdoor retreat, where a heated pool and spa, expansive covered lanai, outdoor shower, and tranquil golf-course backdrop create the perfect setting for entertaining, relaxing, and enjoying Florida’s year-round sunshine. The spacious primary suite provides a serene escape with a walk-in closet, beautifully appointed bath, soaking tub, and peaceful views, while the additional bedrooms perfect flexibility for guests, family, or a home office. Additional highlights include an attached 2-car garage, lush established landscaping, generous outdoor living space, and the peace of mind of a new roof. Ideally located within sought-after The Meadows, residents enjoy a beautifully maintained community surrounded by lakes, mature landscaping, walking and biking paths, recreational amenities, and an exceptional Sarasota location. Just minutes from UTC shopping and dining, downtown Sarasota, cultural destinations, and the Gulf Coast’s world-renowned beaches, this residence offers the perfect combination of luxury, convenience, and relaxed Florida living. A rare opportunity to own a beautifully maintained pool home with golf-course views and a new roof in one of Sarasota’s most established and desirable communities.Photos have been virtually Staged .

4415 Highland Oaks Circle, Sarasota

6550 Sabal Drive, Sarasota
$2,850,000
4 Beds ⋅ 5 Baths ⋅ Sabal Palms SubDv. ⋅ 34242 Zip Code
Pre-Construction. To be built. PRE-CONSTRUCTION OPPORTUNITY – SIDE-BY-SIDE LUXURY DUPLEX ON SIESTA KEY An exceptional opportunity to acquire a proposed newly constructed side-by-side luxury duplex at 6550 Sabal Drive on Siesta Key with nightly rentals legally allowed. Designed in a modern West Indies coastal style, the concept features two completely private residences, each offering approximately 2,240 square feet of conditioned living space, four bedrooms, four-and-one-half bathrooms, a private elevator, covered parking for two vehicles, an individual rooftop terrace and a private pool with outdoor entertaining area. The proposed building includes ground-level covered parking and private entrances, two elevated living floors and two divided rooftop decks. Each residence is planned with an open-concept great room, designer kitchen, spacious primary suite, ensuite guest bedrooms, luxury bathrooms and expansive indoor-outdoor living areas. The elevated construction is intended to complement the coastal setting while providing private accommodations for owners, guests or vacation renters. The property contains approximately 8,960 square feet of land and is zoned RMF-1. The existing property is operated as a legal two-family residence and offers convenient access to Siesta Key Beach, nearby restaurants, shopping, boating and the south Siesta Key Village area. This offering is ideal for an investor, multigenerational family or buyer seeking to occupy one residence while using or renting the second residence. The proposed duplex may also provide an opportunity for separate ownership of the residences through an approved condominium structure, subject to legal and governmental review. The offering is for a pre-construction development concept. Renderings, floor plans, dimensions, square footage, finishes, pools, rooftop terraces and other features are conceptual and subject to change. Construction has not commenced. Final design, development rights, permitting, zoning compliance, pricing, completion schedule and specifications remain subject to Sarasota County approval, architectural and engineering review, contractor pricing and a mutually acceptable construction agreement.

6550 Sabal Drive, Sarasota

301 Quay Commons Unit 1903, Sarasota
$3,295,000
3 Beds ⋅ 4 Baths ⋅ Bayso Sarasota Condominium SubDv. ⋅ 34236 Zip Code
A RARE opportunity awaits at BAYSO. Residence 1903 is one of only seven penthouse residences in the building, commanding the highest residential level and offering an exceptional sense of privacy, scale and elevation. Encompassing 2,851 square feet, this three-bedroom plus den, three-and-one-half bath residence lives as though it is on top of the world, with panoramic eastern vistas across Downtown Sarasota, views of Sarasota Bay to the north and a captivating western glimpse overlooking the Quay Yacht Harbor. SOARING 12 foot ceilings extend throughout the residence, while expansive floor to ceiling windows fill the interiors with natural light. Two spacious and completely separate terraces create distinct outdoor experiences. The terrace adjoining the great room is ideal for entertaining, while the private terrace accessed from the primary suite offers a peaceful retreat above the city. DESIGNED for effortless living and entertaining, the residence features a gracious open layout complemented by distinctive chandelier lighting in the great room and adjoining dining and social space. The kitchen is appointed with stainless steel JennAir appliances, European cabinetry by Italkraft and stunning linear pendant lighting above an expansive island with seating for up to four. A dedicated dry bar with a wine refrigerator is equally suited for preparing evening cocktails or creating an impeccably appointed morning coffee bar. THE primary suite is a private sanctuary with an oversized walk-in closet and a spa inspired ensuite bath featuring a deep soaking tub and frosted glass doors at the shower and water closet for added privacy. All bedroom suites are enhanced with blackout curtains and ceiling fans for comfort and convenience. ADDING to the rarity of this offering are three parking spaces, an exceptional and highly sought after advantage in Downtown Sarasota. FROM a morning walk through The Bay and an afternoon on the water from Marina Jack to shopping in the Quay, coffee nearby or a day at Lido Beach, Residence 1903 places the very best of Sarasota within effortless reach. This limited penthouse opportunity represents one of the most desirable experiences in luxury vertical living. SCHEDULE your private showing and experience it firsthand.

301 Quay Commons Unit 1903, Sarasota

9393 Midnight Pass Road Unit 205, Sarasota
$650,000
2 Beds ⋅ 2 Baths ⋅ Pointe On Midnight Pass SubDv. ⋅ 34242 Zip Code
This beautifully renovated 2-bedroom, 2-bath condominium overlooking the bay was freshly painted on 9/8/2026 and is truly move-in ready. Turnkey furnished with an open kitchen featuring granite countertops, stainless-steel appliances, and solid-wood cabinets. The thoughtfully reconfigured layout is ideal for entertaining or relaxing while taking in spectacular views of the bay and nature preserve. Both bathrooms have been nicely remodeled, with tile flooring throughout, recessed lighting, and solid-wood interior doors. Wake each morning to breathtaking sunrises from your bed with a cup of coffee or tea. The spacious air-conditioned lanai, with full-width sliding glass doors, is perfect for watching dolphins and manatees, boaters and kayakers, or simply enjoying a good book. In-unit washer and dryer plus a separate lower-level storage area for beach chairs, fishing gear, golf equipment, and more. Simple paradise! *** THE POINTE is a pet-friendly gated community that offers the best of both worlds — activity and exercise alongside peace and tranquility. Surrounded by water on three sides and set on 5+ acres of prime waterfront, residents enjoy boat docks with electricity and water, outdoor walkways to each unit, a heated outdoor lap pool, spa, sauna, kayak/canoe/SUP launches, tennis and pickleball courts, dog walk, open-air gazebo with BBQ grills, clubhouse, entertaining/party rooms, fitness centers in each building, a non-smoking environment, butterfly garden, and more. Advantageously located near fine and casual dining, Turtle Beach, shopping, coffee shops, nightlife, entertainment, Siesta Key Beach, a full-service marina, public transportation, and everything else this island paradise has to provide A rare opportunity to own a true piece of Siesta Key.

9393 Midnight Pass Road Unit 205, Sarasota

6140 Midnight Pass Road Unit 101, Sarasota
$875,000
1 Beds ⋅ 1 Baths ⋅ Horizons West SubDv. ⋅ 34242 Zip Code
Experience the ultimate Siesta Key beach get-away in your TURNKEY FURNISHED, west-facing condo at Horizons West and just steps from your private beach with plenty of beach chairs and five sun cabanas. Enjoy the crystal sands of Crescent Beach where the sand is always cool and you’ll never miss a sunset. This spacious 1-bedroom retreat boasts over 1,000 sq. ft. and has tiered ceilings up to 9 ½ feet. The west facing wall has oversized 6-foot-high impact windows that frame breathtaking panoramic Gulf, beach, resort pool and sunsets sunset views, including dolphin sightings. Perched above the lobby and mezzanine, use the elevator to enter this bright and cheerful end-unit with west and south facing windows in the living room. Enjoy an open, airy floor plan with a designer kitchen featuring stone countertops, stainless appliances, and a breakfast bar. The generously sized bedroom has south and east facing windows and an en-suite bathroom with a beautifully tiled walk-in shower. Resort-style amenities abound: 300 ft. of private beach, two pools, spa, cabanas, grills, and a bayside park with day dock. This unit comes with private carport storage for all your beach toys. Hop on the free Siesta Key trolley for world-class dining and shopping. Come see why Siesta Key is ranked the #1 Beach in the USA and #4 in the world—your piece of paradise awaits!

6140 Midnight Pass Road Unit 101, Sarasota

3670 Pinecrest Street Unit 111, Sarasota
$197,000
2 Beds ⋅ 2 Baths ⋅ Village Plaza SubDv. ⋅ 34232 Zip Code
55+ Housing for Older Persons. 1st Floor unit. Don't wait until season to purchase! The biggest differentiator is the elevated, finished and air-conditioned patio, with a door opening directly to the courtyard. That's more useful than a typical open patio in Florida because it creates an additional enclosed living/work/hobby space that can be enjoyed year-round. The location is one of the property's strongest selling points. Village Plaza describes itself as being near Beneva Road and Bee Ridge Road, with shopping, dining and banking nearby and public transportation close to the entrance. The Legacy Trail is about a mile away. Two Bedrooms and two baths are separated and on opposite ends of the unit. The kitchen has stainless steel appliances, Full living room with eating space just off the kitchen. The amenities make you feel like you are at a private resort! Pool, shuffle board, clubhouse with full kitchen, spa, showers, gym, library and so much more. This is truly a hidden gem in Sarasota just off Beneva Road.

3670 Pinecrest Street Unit 111, Sarasota

5211 Inverness Drive, Sarasota
$599,000
3 Beds ⋅ 3 Baths ⋅ Desoto Lakes Cntry Clb Clny SubDv. ⋅ 34243 Zip Code
Rarely does a home combine this many lifestyle features with such an easy, welcoming sense of place. Set on a beautifully landscaped corner lot in Palm Aire with no HOA, no deed restrictions and no CDD, this property offers an exceptional blend of freedom, privacy and easy indoor-outdoor living. Thoughtfully designed for both quiet moments and lively gatherings, this is a home that makes everyday life feel a little more special. At the heart of the property is a 1,400-square-foot screened lanai that becomes a natural extension of daily life, with covered areas for long lunches, quiet afternoons and evenings that stretch well past sunset. There is always something to enjoy without ever leaving home, from a dip in the heated saltwater pool or a soak in the four-person hot tub to friendly competition on the six-hole putting green, bocce court or cornhole area. An outdoor shower adds another layer of convenience after a day by the pool. It is the kind of setting made for spontaneous gatherings, weekend visits and memorable moments shared with family and friends. The layout naturally brings people together with an open floor plan that also opens effortlessly to the outdoors. Sliding glass doors from both the living area and kitchen create an easy connection to the lanai and pool, allowing the indoor and outdoor spaces to flow together as one inviting setting. A wood-burning fireplace adds warmth and character to the main living area, while the updated kitchen features granite countertops, generous cabinetry, a large island and newer appliances. The split-bedroom layout includes 3 bedrooms, 2 full baths and 1 half bath, along with an air-conditioned laundry room. Additional features include a metal roof, 2019 A/C and ductwork, hurricane-impact-resistant windows and doors across the front of the home, two storage sheds and extra exterior electrical outlets. All of this comes together in Palm Aire, an established residential area with a convenient Sarasota location near University Parkway, UTC, Sarasota-Bradenton International Airport, downtown Sarasota and the Gulf Coast beaches. With so much to enjoy at home and so much of Sarasota within easy reach, this Palm Aire property offers a rare opportunity to live comfortably, entertain effortlessly and make the most of Florida every day. Come visit today!

5211 Inverness Drive, Sarasota

9610 Club South Circle Unit 4107, Sarasota
$249,000
2 Beds ⋅ 2 Baths ⋅ Stoneybrook Clubside SubDv. ⋅ 34238 Zip Code
Immaculate and move-in ready! Welcome to resort-style living at its finest in sought after Stoneybrook Golf and Country Club! This turn-key furnished condo is conveniently located on the first floor, with an expansive, unobstructed view of the 3rd golf hole, 2 huge lakes and all the abundant nature that comes along with it! Relax in this 2 bedroom 2 bath open floor plan home, ready to move in or rent out for season and pay for your fees for the entire year! Kitchen is bright with quartz counters, and an eat in dinette. 2nd bedroom has a practical, and stylish built-in desk system as well as a Murphy bed for when you entertain guests. Start your day, waking up in the primary bedroom looking out your sliding glass doors onto the the pristine golf course and your own tropical paradise. Plenty of storage with 2 walk-in closets in primary, extra closet in Great room, built-in closet in the 2nd bedroom, lanai closet, laundry area closet, and your own, outside storage room being installed close to your newly built covered carport space. Loads of natural light pour in the living and dining room, and open to the lanai and its sweeping views! Club South has its own heated pool, tennis/pickleball court, grill area and outdoor kitchen for exclusive use.. Or stroll to the Club with its top-notch resort amenities including their new 18 hole golf course designed by Arthur Hills and Kipp Schulties, lighted Har-Tru tennis/pickle ball courts, pro-shop, well-equipped fitness center, bocce court, putting greens, driving range, fitness studio, sharing library, additional heated pool/spa, full service restaurant/bar, meeting rooms, catering facility, outdoor dining patio, walking/biking trails, fishing, planned activities like yoga, mahjong, line dancing, and so much more! Stoneybrook Golf and Country Club is in a prime location close to the Legacy Trail, beaches, Costco, Lowes, restaurants and all Sarasota and Venice has to offer! WELCOME HOME to FLORIDA LIVING at its BEST!

9610 Club South Circle Unit 4107, Sarasota

6480 Midnight Pass Road Unit 612, Sarasota
$1,325,000
2 Beds ⋅ 2 Baths ⋅ Siesta Breakers SubDv. ⋅ 34242 Zip Code
Welcome to the ultimate Siesta Key getaway at Unit 612 in Siesta Breakers! This beautifully updated penthouse is completely move-in ready and offered TURNKEY FURNISHED—just bring your sunglasses, swimsuit, and sense of adventure! Light, bright, and stylish, this fabulous residence offers gorgeous beach and pool views from the living room and screened-in patio. Spacious rooms, two oversized walk-in closets, and the convenience of an interior washer and dryer add to the great layout. The open kitchen and well-designed floor plan create the perfect setting for entertaining family and friends or relaxing after a sun-filled day at the beach. And when you’re ready to let the property work for you, Siesta Breakers permits weekly rentals and features an on-site management and rental office to help maximize rental opportunities. This gated, beautifully landscaped beachfront community sits directly on world-famous Crescent Beach and offers a fabulous lineup of amenities, including a sparkling pool, lighted pickleball and tennis courts, updated clubhouse, and DEEDED BEACH ACCESS. Just across the street, enjoy dining, shopping, and a full-service marina with boat rentals. Popular Siesta Key South Village is only steps away with local favorites such as Captain Curt’s Crab & Oyster Bar and a full-service grocery store. Need to stay connected? The updated clubhouse provides a convenient space for an uninterrupted Zoom meeting or conference call. Current building renovations are enhancing the community and offering peace of mind. The free Siesta Key trolley provides easy access to everything the island has to offer and you may find yourself happily ditching the car altogether. This is coastal Florida living at its most carefree, convenient, and fun—come experience your own slice of paradise on Siesta Key!

6480 Midnight Pass Road Unit 612, Sarasota

731 42nd Street, Sarasota
$1,445,000
4 Beds ⋅ 5 Baths ⋅ Indian Beach SubDv. ⋅ 34234 Zip Code
Welcome to this stunning BRAND-NEW CONSTRUCTION home in Sarasota, offering 2,678 square feet of beautifully designed living space with 4 bedrooms, 4.5 bathrooms, a private pool and spa, and a 2-car garage. Designed for modern Florida living, the first floor features beautiful porcelain tile flooring, quartz countertops, and a kitchen equipped with a natural gas cooktop and oven. The open and inviting layout is ideal for both everyday living and entertaining. Upstairs, luxury vinyl plank flooring provides a stylish and durable finish throughout the additional living spaces and bedrooms. Each of the four bedrooms features its own private ensuite bathroom, offering exceptional comfort and privacy for family and guests. Step outside to your own private Florida retreat featuring a pool and spa within a completely screened enclosure. A covered lanai and outdoor shower create the perfect setting for entertaining, relaxing by the pool, and enjoying Sarasota's year round outdoor lifestyle. The exterior is complemented by fresh landscaping, landscape lighting, a full irrigation system, and gutters. Location is another standout feature. Enjoy being approximately 3 miles from Downtown Sarasota, 5 miles from St. Armands Circle, 11 miles from Siesta Key Beach, and just 1 mile from The Ringling. Shopping, dining, entertainment, beaches, arts, and some of Sarasota's most popular destinations are all within easy reach. With brand new construction, 2,678 square feet of living space, four ensuite bedrooms, upscale finishes, a screened pool and spa, and an exceptional Sarasota location, this home offers the perfect combination of modern comfort and Florida living. Be the first to call it home!

731 42nd Street, Sarasota

6847 Areca Boulevard, Sarasota
$900,000
4 Beds ⋅ 4 Baths ⋅ Serenoa Lakes SubDv. ⋅ 34241 Zip Code
Welcome to this spacious Arthur Rutenberg-built estate home in the established gated community of Serenoa Lakes! Offering 3,440 sq ft under air, this 4-bedroom, 3.5-bath residence is packed with living space, including a bonus room, private den/office, formal living room, family room, and a cozy breakfast nook — perfect for a growing family or those who love to entertain. Situated on 0.55 acres overlooking the scenic Serenoa Golf Course, this hidden gem offers a rare opportunity to add your personal touch and restore it to its full potential as a stunning home. The oversized kitchen features a breakfast bar and a separate walk-in pantry, while the interior laundry room adds everyday convenience. Retreat to your own private oasis on the screened lanai, complete with a graciously sized pool and spa and a retractable sunscreen for comfortable enjoyment year-round. Additional features include a 3-car garage and a whole-house central vacuum system. For the golf enthusiast, Serenoa Golf Club offers a public, 18-hole course woven through the neighboring Serenoa Community. The club features a variety of passholder golfing opportunities, along with a casual restaurant and bar for relaxing after a round. Designed by architect David Martin Alden and opened in 1990, the course was built around the property's existing wetlands and natural terrain, earning recognition from Florida Golf News as one of the top 100 courses in Florida and one of the top three in Sarasota. The community is conveniently located within minutes of I-75 and just around the corner from Twin Lakes Park, offering football, soccer, baseball, and softball fields — including the Orioles Buck O'Neil Complex (5 lighted diamonds with batting cages) — basketball courts, multi-purpose fields, tennis and racquetball courts, a fishing pier, playground, picnic areas, and walking/birding trails. World-renowned Benderson Rowing Park, the shopping, dining, and entertainment of UTC Mall, and Sarasota's rich culture and famous beaches are all within close proximity. Don't miss this rare opportunity — schedule your private showing today!

6847 Areca Boulevard, Sarasota

1035 Seaside Drive Unit 502, Sarasota
$3,995,000
4 Beds ⋅ 3 Baths ⋅ Ten35 Seaside SubDv. ⋅ 34242 Zip Code
Welcome to Ten35 Seaside Drive, a newer mid-rise community at the south end of world-renowned Siesta Key Beach, where turquoise Gulf waters meet pristine quartz sand. Ten35 Seaside elevates island living with luxurious residences designed to highlight the area’s natural beauty. Gulf-view residence 502 offers four bedrooms, three baths and 2,385 square feet of thoughtfully designed living space. Floor-to-ceiling glass, an open-concept interior, and expansive terraces frame sweeping views of the sea, sand and sky. Refined finishes include porcelain tile floors, premium cabinetry, top-of-the-line appliances and a spacious primary suite with a spa-inspired bath. The main terrace is ideal for enjoying spectacular sunsets, while a second terrace off the en-suite guest bedroom captures beautiful sunrises. The kitchen features solid-wood cabinetry, Wolf and Sub-Zero appliances, a gas cooktop and a wine refrigerator. Additional highlights include solid-core entry and interior doors, floor-to-ceiling, hurricane-resistant balcony doors with laminated solar-tinted glass, sound-reducing laminated windows with solar-tinted glass, a recirculating hot-water system, high-efficiency heating and air conditioning, stained tongue-and-groove cypress terrace ceilings, tiled terrace floors and two covered parking spaces. Ten35 Seaside offers amenities that complement its beachfront setting, including a swimming pool and spa, fire pit, beach lounge chairs and umbrellas, kayaks, paddleboards, concierge-arranged water activities, fitness center and Gulf-front barbecue area. Daily beach chairs and umbrellas are also available. Residence 502 presents a rare opportunity to own a fully operational, potential income-producing property on Siesta Key’s Crescent Beach, one of Florida’s desirable vacation rental destinations. The residence is enrolled in the community’s on-site professional rental management program, providing immediate revenue while eliminating the setup time and day-to-day demands of vacation-rental ownership. Marketing, guest services, housekeeping and operations are managed on-site, allowing owners to potentially earn income while reserving time for personal use. Rental terms permit one-week minimum stays during the off-season and two-week minimum stays during peak season, balancing revenue potential with property preservation. Just moments from the dining and shopping of Siesta Key’s South Village, the property consistently attracts repeat visitors, supporting strong occupancy. Whether you are expanding an investment portfolio, completing a 1031 exchange or seeking a vacation home that can offset ownership costs, Residence 502 offers a rare combination of a Gulf-front location, professional management and potential rental income from day one. A must-see opportunity.

1035 Seaside Drive Unit 502, Sarasota

5880 Midnight Pass Road Unit 307, Sarasota
$1,400,000
3 Beds ⋅ 2 Baths ⋅ Casarina SubDv. ⋅ 34242 Zip Code
A TRUE 3-bedroom condo residence in desirable Casarina, a premier building positioned directly on the quartz white sands of #1 Siesta Key beach and the Gulf of Mexico. Step into this beautiful spacious residence and experience the flow of this 2,165-square foot open floor plan conducive to daily living, entertaining and accommodating family and friends. Sold turnkey furnished, this residence boasts impact windows & sliders providing security and protection, large ceramic floor tile throughout perfect for beach living and rich new carpet in the primary bedroom. The updated kitchen is stunning boasting neutral cabinetry, quartz countertops, stainless Jenn-Air appliances, Fisher & Paykel double dishwasher, quartzite island & breakfast bar, instant hot water faucet & 3 spacious pantries. The primary bathroom was updated in 2026 with quartzite countertops and upgraded dual vanities. Custom wood closet organizers are featured in all the bedrooms and an electric fireplace in the living room. The A/C was replaced in 2025 and tankless water heater in 2023. Casarina is a secure building which has just undergone a complete building renovation & infrastructure. It offers an onsite manager and is fully funded with a 10-year capital plan and no special assessments. Besides the powder-white sand beach, experience tropical living on 7 acres of refreshed lush Florida landscaping, large refurbished heated pool and spa, cabana with outdoor kitchen & dining area, new poolside pergola with seating, 2 grilling areas, sunset decks, gas firepit with Adirondack chairs, resurfaced & lighted tennis court, 2 pickle ball courts, basketball hoop, fitness center, and social room/library. This condo offers secure under-building garage parking with an adjacent storage closet #5. The building renovation & infrastructure within the past two years includes a new reengineered resilient roof, new electrical and fire alarm systems elevated to the 2nd floor, new raised backup generator, new secured A/C units, multiple custom flood-prevention panels/dams, new ground water pump infrastructure, relined plumbing pipes, and refurbished elevators. Minutes to Siesta Village, shopping, restaurants and the culture of downtown Sarasota! So come on down and enjoy Florida living!

5880 Midnight Pass Road Unit 307, Sarasota

1761 Sandalwood Drive, Sarasota
$1,899,000
3 Beds ⋅ 2 Baths ⋅ Southpointe Shores SubDv. ⋅ 34231 Zip Code
Nestled within the desirable West of Trail Southpointe Shores Community, this home benefits from top-rated school zones and a serene, upscale waterfront atmosphere. This canal front home was fully updated with a bright open layout. Three bedrooms, two bathrooms, large updated kitchen with lots of windows and the living areas have pocket sliding doors to outdoor entertaining areas. Luxury vinyl flooring throughout. The indoor/outdoor living quality is almost unbeatable. The current owner added and enlarged the outdoor terrace (almost the width of the entire home) including roofing a section of it and having panoramic and vaulted screening installed that you barely see. Open the pocket sliding doors to create seamless entertaining. Gorgeous views of the canal and great dock space and jet ski lifts also. The canal is very wide and deep water in all tide conditions. The home is only 4 homes away from the intracoastal waterway and just 10 minutes by boat to access the Gulf and Midnight Pass. Roof was replaced in 2021, new pool equipment and air conditioning in 2021. Boat lift 2022. Oversized dock. The neighborhood's private boat ramp, available for a minimal annual fee, enhances its appeal for boating enthusiasts. Perfectly situated close to Sarasota's shopping, dining, Siesta Key beaches, and marinas, the property still offers the tranquility, water access, and elevated coastal living that define a true retreat. Come see it for yourself and bask in the waterfront views from the amazing terrace.

1761 Sandalwood Drive, Sarasota

7765 Calle Facil, Sarasota
$895,000
3 Beds ⋅ 3 Baths ⋅ Prestancia SubDv. ⋅ 34238 Zip Code
Virtually Staged. Set along the 10th hole of the TPC Stadium Golf Course within the gated golf community of TPC Prestancia, 7765 Calle Facil offers a private setting, expansive indoor-outdoor living and a thoughtfully updated interior in the sought-after, maintenance-free La Vista neighborhood. Positioned on a quiet cul-de-sac, this three-bedroom, two-and-a-half-bath residence encompasses 2,605 square feet of air-conditioned living space and 3,546 total square feet, complemented by a heated saltwater pool and spa, mature tropical landscaping and tranquil golf course views. A covered entry opens to a light-filled interior characterized by vaulted ceilings, travertine flooring and an open flow between the main living areas. The spacious kitchen includes a paneled Sub-Zero refrigerator, Wolf professional-style dual-fuel range with gas cooktop, granite countertops, herringbone tile backsplash and an oversized island with seating and extensive storage. A breakfast area is framed by a large window with plantation shutters and includes a secondary island with glass-front cabinetry and seating for four. A buried 120-gallon propane tank supplies the cooktop and spa. The family and living rooms are connected by a double-sided fireplace, with sliding doors opening to the lanai. An adjacent wet bar includes glass-front cabinetry, wine storage, a beverage cooler, an ice maker and an undermount sink. The primary suite overlooks the pool and spa and features vaulted ceilings, lanai access and a walk-in closet with a built-in storage system. The en-suite bath includes dual vanities, extensive cabinetry and an oversized frameless-glass shower with floor-to-ceiling tile, mosaic accents, built-in bench and recessed niche. Two additional bedrooms, a guest bath and powder room complete the accommodations. Outside, the screened brick-paver lanai overlooks the 10th hole of the TPC Stadium Golf Course and features multiple sitting areas surrounding the resurfaced saltwater pool and elevated spa. A heat pump heats the pool, while propane provides heat for the spa. Privacy walls and mature hedges provide separation from neighboring residences. Additional highlights include hurricane-impact windows and doors, a newly painted exterior, a newer HVAC system installed in 2023, newer water heater, newer washer and dryer, plantation shutters throughout much of the home, a dedicated laundry room and an attached two-car side-entry garage with additional storage. Beyond the residence, La Vista at Prestancia offers the ease of a true maintenance-free lifestyle, with association services that include landscape maintenance, exterior maintenance, roof maintenance, pest control and dwelling insurance. Optional membership at TPC Prestancia provides access to two championship 18-hole golf courses, dining and a vibrant calendar of social activities, with the new Prestancia Sports Club currently under construction further expanding the community’s lifestyle offerings. Ideally situated within Palmer Ranch, the home is just minutes from the world-renowned beaches of Siesta Key and convenient to Sarasota’s premier shopping, dining, arts and cultural attractions. Combining maintenance-free living, a private cul-de-sac setting, views of the TPC Stadium Golf Course and exceptional indoor-outdoor living, 7765 Calle Facil presents an inviting opportunity to experience the best of the Sarasota lifestyle.

7765 Calle Facil, Sarasota

527 Beach Road, Sarasota
$2,950,000
4 Beds ⋅ 5 Baths ⋅ Sarasota Beach SubDv. ⋅ 34242 Zip Code
Pre-Construction. To be built. PRE-CONSTRUCTION LUXURY DUPLEX ON SIESTA KEY — TWO APPROX. 2,200-SF RESIDENCES NEAR SIESTA KEY BEACH & VILLAGE. Introducing a rare pre-construction opportunity at 527 Beach Road in the heart of Siesta Key. This proposed luxury up-and-down duplex with approved nightly rentals is designed as two spacious, independent residences, each offering approximately 2,200 square feet of conditioned living space, 4 bedrooms and 4.5 bathrooms. The elevated design features ground-level covered parking, separate private entrances, elevator access and storage, with the residences positioned above to maximize privacy and usable living space. Each approximately 2,200-SF residence is envisioned with an open-concept great room, gourmet kitchen with oversized island, dining area, generous bedroom suites, luxury primary suite and covered outdoor living areas. Modern coastal/West Indies architecture, expansive glass and upscale finishes create the feel of a custom Siesta Key residence. Outdoor living is a major part of the concept, with two separate private pool areas—one designated for each residence—plus private/separated rooftop entertaining areas envisioned with lounge space, dining and outdoor kitchens. The property sits on an approximately 7,379-SF / 0.169-acre homesite at 527 Beach Road, providing an exceptional Siesta Key location close to the beach, restaurants, shopping and Siesta Key Village. The lot size is documented in the current concept package. Pre-construction opportunity. Approximately 4,400 SF total conditioned living area / approximately 2,200 SF per residence. Final plans, dimensions, specifications, pools, rooftop areas, construction schedule, rental eligibility and all improvements are subject to final architectural design, engineering, permitting and Sarasota County approval. Renderings are conceptual and for illustrative purposes only

527 Beach Road, Sarasota

1841 Laurel Street, Sarasota
$975,000
2 Beds ⋅ 2 Baths ⋅ Laurel Park SubDv. ⋅ 34236 Zip Code
Discover the charm of downtown Sarasota from this expertly renovated residence in the heart of the coveted Laurel Park Arts District. Combining the character of a 1922 home with the comfort and style of modern living, this private, gated property is just moments from Main Street, Sarasota Bay, St. Armands Circle, Lido Beach, award-winning dining, boutiques, galleries and the city's vibrant arts and entertainment scene. Inside, the open-concept design features a stunning quartz island, beautifully updated kitchen and baths, custom closets and designer finishes throughout. The two-bedroom, two-bath main residence is complemented by a separate flex building with additional living space and a private laundry room, ideal for guests, a home office or creative studio. Outside, enjoy a fully fenced backyard with paver walkways, a lounging deck, covered carport, storage shed and outdoor shower. Major updates include a 2024 metal roof, 2023 HVAC, updated plumbing and a 2022 electrical panel. Offered fully furnished, this exceptional property is ready to enjoy.

1841 Laurel Street, Sarasota

3624 S Lockwood Ridge Road, Sarasota
$1,350,000
4 Beds ⋅ 4 Baths ⋅ Southgate SubDv. ⋅ 34239 Zip Code
Extensively renovated, fully furnished and move-in ready, this exceptional South Gate residence offers over 4,000 square feet of beautifully updated living space with a flexible floor plan designed for everyday living and entertaining. Recent upgrades include a completely redesigned and expanded kitchen featuring custom high-end cabinetry, premium appliances, quartz countertops, a large center island, wine refrigerator, abundant workspace and a spacious eat-in dining area ideal for casual family meals. Renovations also include a new roof (2026), fresh interior and exterior paint (2026), extensive custom carpentry with shiplap accent walls, and the addition of a dedicated laundry room, creating a home that is as functional as it is beautiful. Offering four spacious bedrooms and four full baths, three of the baths have been completely renovated with stylish, high-end finishes, creating luxurious spaces for family and guests. One of the baths was just completed (2026). The versatile layout includes a dramatic great room with soaring vaulted ceilings and a fireplace, plus a separate family room featuring a second fireplace (renovated 2026), full second kitchen and laundry closet with private exterior entrance. This space can function as a private one-bedroom, one-bath guest suite with its living area, kitchen and entrance, ideal for guests, multi-generational living or potential rental income. The outdoor spaces are one-of-a-kind, featuring the first pool designed by renowned pool designer Lucas Lagoons. The heated PebbleTec pool showcases a grotto, waterfall, fountain and color-changing lighting. The sprawling tropical backyard offers many gathering areas with tiki lights, a fire pit, outdoor shower, rooftop seating area and a covered front porch with hanging swing chairs. The largest gathering area features a fully turfed space beneath a majestic oak tree surrounded by a lush bamboo hedge. Additional features include HVAC system (2024), water heater (2018), whole-house water filtration system (2018), pool enclosure screens (2019), one-car garage and circular driveway. Ideally in the desirable South Gate neighborhood, this home offers exceptional convenience just minutes from downtown Sarasota, Siesta Key Beach, St. Armands Circle, Sarasota Memorial Hospital, shopping and dining. This rare property combines extensive renovations, extraordinary outdoor living and over 4,000 square feet in one of the sought-after central locations in Sarasota.

3624 S Lockwood Ridge Road, Sarasota

1650 Assisi Drive Unit 16, Sarasota
$1,349,000
4 Beds ⋅ 4 Baths ⋅ Portofino On The Bay SubDv. ⋅ 34231 Zip Code
Nestled within Portofino on the Bay, an intimate gated Mediterranean-inspired enclave of just 20 residences in the Sarasota/Vamo area, this beautifully updated four-bedroom home combines privacy, resort-style outdoor living and convenient access to Little Sarasota Bay. The community offers waterfront access with a dock, kayak storage and launch. An assigned boat slip with lift—one of only six available within the community—is also available for purchase separately for an additional $120,000. Double entry doors open to a dramatic two-story foyer and an inviting open-concept floor plan. Soft neutral finishes are complemented by custom window and door trim, crown molding on both levels and plantation shutters throughout the home—even in the garage, which also features durable epoxy flooring. The main living room is anchored by a striking floor-to-ceiling stone gas fireplace, creating a natural centerpiece for entertaining and everyday living. The adjoining kitchen features bright soft-close cabinetry, a built-in cooktop, stainless steel appliances and a convenient closet pantry. The first-floor Owner’s Retreat provides a private wing of the home and features a tray ceiling, French doors opening directly to the pool patio and its own dedicated A/C zone—one of three independent systems in the residence. The ensuite bath includes dual sinks, a makeup vanity, walk-in shower, bidet, soaking tub and generous walk-in closet with custom built-ins. Also on the main level is a den with tray ceiling, ideal for a home office, library or flex space, along with a guest half bath. A wrought-iron staircase leads upstairs to a central loft and three additional bedrooms, each accented by tray ceilings. Two guest bedrooms open directly onto the renovated second-floor balcony overlooking the pool and backyard, while the fourth bedroom features soaring ceiling height and abundant natural light. The second floor is served by its own dedicated A/C zone. The backyard has undergone an extensive renovation designed to create a true Florida outdoor-living retreat. Improvements include a newly refinished pool surface, expansive travertine pool deck and patio, brand-new panoramic pool cage, and renovated second-floor balcony overlooking the outdoor living area. At the center is the heated saltwater pool and spa, complemented by a convenient pool half bath and outdoor shower. The result is a spacious, low-maintenance setting for entertaining, swimming and enjoying Sarasota's year-round outdoor lifestyle. Located in an X Flood Zone and with no prior hurricane damage, the home is approximately six miles from world-renowned Siesta Key Beach and nine miles from Downtown Sarasota's dining, arts, entertainment and shopping. Everyday conveniences are equally accessible, including Costco and the redevelopment of nearby Sarasota Square, bringing additional retail and services to the area. For boating enthusiasts, the opportunity is particularly rare: an assigned boat slip with lift, one of only six within Portofino on the Bay, is available separately for an additional $120,000.

1650 Assisi Drive Unit 16, Sarasota

1740 S Orange Avenue, Sarasota
$5,500,000
5 Beds ⋅ 6 Baths ⋅ Harbor Acres SubDv. ⋅ 34239 Zip Code
Pre-Construction. To be built. UNDER CONSTRUCTION — HEMINGWAY LUXURY MODEL BY COURTYARD MODERN HOMES- OR BUILD TO SUIT STARTING AT $4,500,000.00 -- A striking new expression of modern luxury is taking shape in Harbor Acres. Courtyard Modern Homes introduces the **Hemingway**, a sophisticated custom residence designed to capture the essence of Sarasota living with bold architecture, refined finishes, expansive interiors, and a seamless connection to the outdoors. This exceptional 5-bedroom, 5-bath luxury home is thoughtfully designed for both impressive entertaining and comfortable everyday living. The dramatic great room serves as the heart of the residence, featuring soaring ceilings, architectural detailing, and walls of glass that open the home to a spacious covered lanai, resort-style pool, and fully equipped outdoor summer kitchen. At the center of the open floor plan is a beautifully appointed chef’s kitchen featuring premium appliances, custom cabinetry, generous stone countertops, and an oversized island overlooking the great room and dining areas. The result is one expansive living environment where indoor and outdoor spaces come together effortlessly. The main-level primary suite is designed as a private retreat with expansive walk-in closets and a luxurious spa-inspired bath. A separate guest suite provides privacy for visitors, while a dedicated home office and additional bonus space offer flexibility for today's lifestyle. Upstairs, three generously sized bedrooms are complemented by a spacious game room and loft, creating an ideal second living area for family and guests. A three-car garage and substantial homesite complete the residence. Located in Harbor Acres, one of Sarasota's most established and sought-after neighborhoods, the Hemingway offers an exceptional combination of luxury, location, and lifestyle. Just moments from Southside Village, Sarasota Memorial Hospital, Marie Selby Botanical Gardens, downtown Sarasota, and the bayfront, the home also provides convenient access to St. Armands Circle and the celebrated beaches of Lido Key and Siesta Key. Currently under construction by Courtyard Modern Homes, the Hemingway represents an opportunity to own a brand-new luxury residence in one of Sarasota's premier neighborhoods—where contemporary design, exceptional craftsmanship, and the best of Sarasota living come together.

1740 S Orange Avenue, Sarasota

5855 Midnight Pass Road Unit 222, Sarasota
$620,000
2 Beds ⋅ 2 Baths ⋅ Harbor Towers Y & R SubDv. ⋅ 34242 Zip Code
TURNKEY, FULLY FURNISHED & JUST MINUTES FROM SIESTA KEY BEACH! Your Florida getaway awaits at Harbor Towers Yacht & Racquet Club! One of the building's largest floor plans, this spacious residence offers a desirable split-bedroom layout, with a private bathroom for each bedroom. Sold completely furnished, it's ready for you to arrive, unpack, and start enjoying the Florida lifestyle—or explore its potential as a rental property. Enjoy peaceful mornings sipping coffee on the enclosed patio overlooking the tranquil pond, followed by a game of tennis or a relaxing afternoon at the beautiful waterfront pool overlooking the docks. When it's time for the beach, Siesta Key's world-famous quartz sugar sand and turquoise waters are just a short drive or trolley ride away. Spend your evenings exploring the restaurants, boutiques, happy hours, and live music of Siesta Key Village. An especially appealing feature is the existing electric washer and dryer hookups beneath the kitchen counter, reportedly grandfathered under current building restrictions. A shared laundry room is also conveniently located on the second floor, just a few doors away. Whether you're searching for a seasonal escape, a furnished Florida retreat, or an opportunity to generate rental income, this residence offers flexibility in a desirable Siesta Key-area location. Short-term rentals are permitted with a two-week minimum, subject to applicable rules and restrictions. Owners may also have the option of using the community's on-site property management or selecting their own provider, subject to association requirements. Beach days, waterfront amenities, tennis, and the Siesta Key lifestyle are waiting for you. Schedule your private showing today! Buyer to independently verify all association rules and fees, laundry hookup permissions, boat slip availability and rental terms, property management options, and rental restrictions.

5855 Midnight Pass Road Unit 222, Sarasota

1355 Roberts Bay Lane, Sarasota
$6,300,000
5 Beds ⋅ 5 Baths ⋅ Siesta Beach SubDv. ⋅ 34242 Zip Code
NEW 2026 MODERN TROPICAL ESTATE | 5 BEDROOMS | 2 PRIMARY SUITES | 3-CAR GARAGE | POOL CABANA | INTRACOASTAL VIEWS Completed in 2026 by CribbsCo Development, this modern tropical residence makes an architectural statement with an approximately 9.5' x 9' Sapele wood pivot entry door handcrafted in the U.S. Two primary suites feature custom finished walk-in closets. The upstairs main primary is separated from the additional bedrooms by a glass breezeway and offers a pool-view balcony, custom cabinetry with integrated wet bar and built-in writing desk. Its spa-inspired bath features a soaking tub, oversized walk-in shower, dual vanities, private water closet and custom solid-oak barn door. Bathrooms feature Biancatto leathered dolomite, Kohler and California Faucets fixtures, and TOTO toilets. The ground-floor primary opens to a private patio overlooking the garden and outdoor gym. Two additional upstairs bedrooms share a full bath; one offers a large balcony with Intracoastal Waterway views, while the other features a private pool-view balcony. A powder bath serves the living area. A pool cabana guest suite with full ensuite bath, built-in desk and custom cabinetry offers flexibility for guests or multigenerational living. Nearby is a laundry room with dual washers and dryers. At the heart of the home is an approximately 18-foot Biancatto leathered dolomite island comfortably seating six. The chef's kitchen features Sub-Zero refrigeration, Wolf microwave, six-burner range with flat-top, dual ovens, two Bosch dishwashers, wine/beverage refrigeration, 1,000-CFM ventilation, reverse-osmosis hot/cold water faucet and custom cabinetry fabricated in the USA from German-imported materials. Biancatto leathered dolomite is carried throughout the kitchen, bathrooms, bedroom suites and outdoor kitchen. Custom-made solid oak doors were commissioned for every bedroom and closet and high-end Emtek hardware. The home opens to a covered outdoor lounge and custom dolomite outdoor kitchen with built-in BBQ, refrigerator, ice maker and sink. Ceiling fans extend throughout the residence and covered outdoor space. A large limestone patio provides additional outdoor dining. Natural limestone finishes patios, terraces, balconies, poolside areas, the outdoor gym and an exterior wall. The limestone does not get hot underfoot in the Florida sun, ideal for barefoot poolside living. Real teak is used throughout all soffits, covered patios and exterior cladding, complemented by smooth stucco, aluminum Geolam and architectural trellises. The heated saltwater pool and spa feature PebbleTec and natural stone, Pentair smart controls, LED lighting and bubblers, creating a private resort setting with the covered lounge, outdoor kitchen, cabana, gardens and outdoor gym. The residence and pool are elevated approximately 10 feet for FEMA compliance, with a privacy wall, walking path and mature landscaping. A spacious 3-car garage is designed for the car enthusiast. Additional features include five independently air-conditioned zones, triple-pane high-efficiency glazing, triple-pane PGT sliders, low-voltage smart-home wiring, Sugar Oak Natural Luxe wood flooring, oversized 4' x 4' porcelain tile, imported Plyboo wall treatments and custom artisan lighting. Furniture is available separately. An optional boat package at Safe Harbor featuring a 2023 Yamaha 25' FSH fishing boat and boat slip is also available, with slip transfer subject to marina approval.

1355 Roberts Bay Lane, Sarasota

How much is your home worth?

Get instant property value now!