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$550,000
3 Beds ⋅ 2 Baths ⋅ Loma Linda Park SubDv. ⋅ 34237 Zip Code
Beautifully maintained 3-bedroom, 2-bath Sarasota home in a highly desirable location just minutes from downtown Sarasota, Sarasota Memorial Hospital, Southside Village, Midtown Plaza, Arlington Park, and the Legacy Trail. In addition to the square footage reflected in the public tax record, the home also offers an enclosed Florida room, creating a more spacious and flexible layout. Inside, you’ll find a cozy living room fireplace, a recently updated bathroom, and a versatile casita-style/mother-in-law-style suite ideal for guests, extended stays, a private office, studio, or additional everyday use. The roof was replaced in 2024, and the home features impact doors and windows offering added peace of mind. Step outside to a beautifully landscaped backyard designed for relaxing and entertaining. The covered patio features recessed lighting, creating a warm and inviting outdoor living area, while the side yard includes a storage shed for added convenience. Location is a major highlight — approximately 5.5 miles to Lido Key Beach and approximately 6 miles to Siesta Key Beach, placing you close to two of Sarasota’s most beloved coastal destinations. Arlington Park & Aquatic Center is also nearby, offering pickleball and tennis courts, basketball courts, playgrounds, walking paths, dog-friendly areas, swimming pools, and community events. An exceptional opportunity to enjoy the Sarasota lifestyle with flexible indoor space, beautiful outdoor areas, and easy access to beaches, downtown, shopping, dining, and recreation.

2344 Temple Street, Sarasota
$689,000
2 Beds ⋅ 2 Baths ⋅ Harbor Towers Y & R SubDv. ⋅ 34242 Zip Code
**Resort Style Living in the Heart of Siesta Key, For Those Who Desire The Active Life Style** Experience the best of Siesta Key living at Harbor Towers Yacht & Racquet Club, a premier waterfront community overlooking Little Sarasota Bay with one of the lowest HOA's on the Key. This beautifully maintained turn-key furnished **2-bedroom, 2-bath residence** features a desirable **split floor plan** and is ideally positioned on the **5th floor**, offering tranquil **Intracoastal Waterway views**. Inside, you’ll find thoughtful updates including **new wood-look vinyl plank flooring in both bedrooms**, along with a **new electric range and microwave** in the kitchen. Enjoy the convenience of a **deeded covered carport**, providing protected parking and added value. Harbor Towers is renowned for its resort-style amenities, including **two heated pools**, a clubhouse with outdoor grilling patio, and a **state-of-the-art fitness center** with cardio equipment, free weights, and sauna. Tennis enthusiasts will appreciate the meticulously maintained **Har-Tru courts**, serviced daily for optimal play. The in house Rental Agency is there to help you rent, with a 2 week minimum rental policy. For boating and water lovers, the on-site **marina with 40 slips equipped with water/electric available on first-come, first-served basis**, along with kayak storage and launch, offers direct access to the Intracoastal Waterway. Residents can relax along the scenic waterway, enjoy shaded seating, or unwind in the waterfront gazebo. Additional perks include bicycle storage and **complimentary access to the Siesta Key Open-Air Trolley**, making it easy to explore the island. You’re just moments from **world-famous Siesta Key Beach**, known for its powdery quartz sand and breathtaking sunsets, as well as Siesta Key Village with its vibrant dining, shopping, and entertainment. The community has recently undergone significant upgrades, including **new stucco exterior, impact-resistant windows, and sliding glass doors**, offering enhanced beauty and peace of mind.

5855 Midnight Pass Road Unit 510, Sarasota
$245,000
2 Beds ⋅ 2 Baths ⋅ Stoneybrook Terrace SubDv. ⋅ 34238 Zip Code
EXCELLENT VALUE and MOVE IN READY! Don't miss this stunning GROUND FLOOR 2-bedroom, 2-bath CORNER unit condo at the desirable Terraces at Stoneybrook Golf & Country Club. Enjoy breathtaking SUNRISE VIEWS from your lanai overlooking the FAIRWAY ON THE 8th HOLE. This condo offers PRIVACY AND ENJOYMENT since there are no other buildings across the fairway. As a corner unit, you have LARGER primary and guest bedroom suites filled with light from EXTRA WINDOWS. Renovated with elegant matching TILES THROUGHOUT, the kitchen was also updated with wooden block counters, very easy to maintain. Sold fully furnished and move-in-ready; life is good here. You have a laundry inside your condo and your car port as well as your storage unit are just outside the condo for your convenience. The Terraces have their own resort style pool as well as a rapid surface tennis/Pickleball court and a grilling area looking over the pond, preserve and golf course. You are walking distance to the Stoneybrook Golf & Country Club famous for its indoor & outdoor dining and its exceptional amenities which include a challenging Arthur Hills and Kipp Schulties designed golf course (renovated in 2024) and Har- Tru tennis courts. Other amenities include a well-equipped fitness center, heated swimming pool, and bocce ball courts. Adjacent to the scenic Legacy Trail for biking and walking and close to a plethora of shopping and dining, residents enjoy resort-style amenities just minutes away from Siesta Key Beach, ranked #1 in the US and # 4 in the world by TripAdvisor.

8755 Olde Hickory Avenue Unit 7101, Sarasota
$595,000
2 Beds ⋅ 2 Baths ⋅ Midnight Cove Ii SubDv. ⋅ 34242 Zip Code
Fully Funded Reserves & Passed SIRS Inspections! 2 Bedroom, 2 Bath First-Floor Condo with Screened Lanai on fabulous Siesta Key Across from Crescent Beach – Just Steps from Siesta Key Beach! This turnkey furnished, beautifully maintained 2-bedroom, 2-bathroom condo is located on the first floor and offers the perfect blend of comfort and convenience. Enjoy stunning views of the Intracoastal Waterway right from your screened lanai. The property is fully funded for reserves and has passed the required SIRS inspections, providing peace of mind for the new owner. Key Features: Turnkey Furnished: Move-in ready with everything you need. Location: Prime location on Siesta Key, just across the street from Crescent Beach and an easy walk to world-renowned Siesta Key Beach. Views: Enjoy picturesque views of the Intracoastal Waterway from your lanai. Community Amenities: Marina with dock space available for rent or purchase. Fitness center and basketball court for active living. Heated pool for year-round enjoyment. Rental Opportunities: Midnight Cove II allows 1-week rentals, offering great potential for short-term rental income. The on-site office is optionally available to handle rentals on your behalf, making it a hassle-free investment. This property is an excellent opportunity for investors or those seeking a relaxing retreat in one of Florida’s most desirable locations. Schedule your private showing today!

1800 Cove Ii Place Unit 213, Sarasota
$549,900
2 Beds ⋅ 2 Baths ⋅ Midnight Cove Ii SubDv. ⋅ 34242 Zip Code
Experience the ultimate Siesta Key lifestyle in this turnkey-furnished condominium at Midnight Cove II, ideally situated on beautiful Crescent Beach. Enjoy stunning water and pool views from your private balcony while taking advantage of the community's highly sought after weekly rental program, making this an exceptional investment opportunity, vacation retreat, or personal getaway. The open floor plan creates a bright and inviting living space perfect for relaxing or entertaining. Residents and guests enjoy deeded access to the powdery crystal sands of world famous Siesta Beach, along with resort style amenities including a heated pool, tennis courts, pickleball, fitness center, barbecue area, boat docks, on-site management, and beautifully maintained grounds. Leave the car behind and hop on the trolley to Siesta Key Village or enjoy a short walk to South Village's restaurants, shops, and entertainment. Conveniently located near Sarasota and St. Armands Circle, this property offers the perfect blend of island living and mainland convenience. Whether you're looking for a beachfront escape or a proven income producing property, this is your opportunity to own a piece of paradise on Crescent Beach.

1500 Cove Ii Place Unit 531, Sarasota
$624,900
2 Beds ⋅ 2 Baths ⋅ Sea Village SubDv. ⋅ 34242 Zip Code
BEST PRICED GULF-FRONT CONDO on SIESTA KEY, with the LOWEST HOA. Unbeatable proximity to Siesta Key Village, the #1 Beach in America, and Downtown Sarasota. TWO heated GULF FRONT POOLS. Brand new fishing dock. This unit has a BRAND-NEW A/C, is MOVE IN READY and can come partially furnished if you wish (a full list of items is available). Unobstructed GULF VIEWS, forever YOURS! And it’s PET FRIENDLY! HOA covers just about everything! Bring your suitcase, your toothbrush and your bathing suit! Wake up to breathtaking Gulf views, watch as dolphins swim, and enjoy legendary Siesta Key sunsets from this beautifully maintained 2-bed, 2-bath, perfectly positioned condo in a charming Gulf front community. Floor-to-ceiling glass sliders flood the open living area and primary bedroom with natural light, leading to your private screened lanai, where uninterrupted Gulf views are yours to behold. The primary bedroom features ample closet space and an ensuite bath with separate vanity. With 1,200 ft² of living space, this second-floor residence comes with an in-unit washer/dryer, as well as a free community laundry room and storage. The second bedroom is perfect for guests and family, and the well-appointed kitchen has upgraded appliances and a pass-through to the living area. This exceptional unit has had just one owner and has been in the family since the complex was built. Sea Village is a small community located exactly 1 mile north of Siesta Key Village and 1 mile to the #1 Beach in America. Bike, walk, or use your golf cart to get around the island, and a free trolley stop is nearby. All assessments have been paid. Monthly HOA covers Community Pool, Escrow Reserves, Insurance, Exterior Maintenance (to include the roof), Maintenance of the Grounds, as well as Water, Sewer and Trash. Renowned for its vibrant coastal lifestyle, Siesta Key Village is bustling with restaurants, cafes, shops and miles of crystalline beaches. Downtown Sarasota’s Bayfront, with its world-class shopping, dining, & cultural events is 5 miles away. Nature lovers, sports enthusiasts, and patrons of the arts have the best of Sarasota at their fingertips with outdoor activities that include waterfront dining, boating, biking, golfing, hiking & fishing nearby. With easy access to state-of-the-art medical facilities, Sarasota International Airport, and the I-75, the location of this property offers the perfect blend of serenity & convenience and offers an extraordinary opportunity to LIVE YOUR BEST LIFE, whether it be used as a private retreat for your own personal enjoyment, or a seasonal or annual rental, with excellent income potential.

4660 Ocean Boulevard Unit Q2, Sarasota
$174,900
2 Beds ⋅ 2 Baths ⋅ Oakwood Manor SubDv. ⋅ 34237 Zip Code
OAKWOOD MANOR — WHERE FUN AND FRIENDSHIPS BEGIN! PRICED TO PERSONALIZE IN SARASOTAS BEST KEPT SECRET Welcome to Oakwood Manor, Sarasota's only resident-owned 55+ community within the city limits—where affordability, convenience, and an active social lifestyle come together. This spacious 2-bedroom, 2-bath home offers 1,344 square feet of living space and is situated on a desirable lot within the community. A large covered and screened Florida room welcomes you home and provides the perfect space for morning coffee, entertaining friends, or simply enjoying Florida's beautiful weather year-round. The attached oversized shed houses the washer and dryer and offers plenty of additional storage or room for hobbies and projects. This home is priced to give you options: • Move in and enjoy as-is • Update and personalize to your own style • Create the Florida retreat you've always wanted Major Updates Already Completed: • A/C replaced in 2021 • Electrical panel replaced in 2026 Oakwood Manor spans 90 beautifully maintained acres and is known for its low maintenance fees, strong sense of community, and welcoming atmosphere. You'll be hard-pressed to find a better value anywhere within the City of Sarasota. Community Amenities Include: • Clubhouse with fitness center, dance floor, and library • Heated swimming pool and hot tub • Mini golf, bocce ball, shuffleboard, and cornhole • Ping-pong and pool table • Shaded gathering areas and picnic park with grill • Full calendar of social activities, events, and clubs Love pickleball? Public courts are just a short bike ride away via the Legacy Trail, located adjacent to the community. Conveniently located just minutes from downtown Sarasota, world-famous Gulf beaches, shopping, dining, cultural attractions, and major medical facilities, you'll have everything you need right at your fingertips. Community Restrictions: No pets, motorcycles, or trucks permitted

3329 Oakwood Boulevard S, Sarasota
$859,900
4 Beds ⋅ 3 Baths ⋅ Avon Heights SubDv. ⋅ 34239 Zip Code
Beautifully remodeled property with amazing pool. Currently operates successfully as an AirBNB and can be a great rental or owner occupied home. Comes with a 1 bed 1 bathroom in-law suite, and 3 bed 2 bath main living area. Kitchen has new cabinets and quartz counter tops.

2547 Bahia Vista Street, Sarasota
$244,900
2 Beds ⋅ 2 Baths ⋅ Swifton Villas SubDv. ⋅ 34231 Zip Code
Fabulous Value! This UPDATED, END-UNIT, ground floor, single-story 2 BEDROOM / 2 BATHROOM condo is perfectly situated in a desirable 55+ community. Being sold TURN-KEY FURNISHED, you can move right in and start enjoying the Florida lifestyle! Major upgrades include a wonderful kitchen complete with soft-close cabinets with pull-out shelves. You will love the bonus Florida Room! It is the perfect space for relaxing, reading or entertaining. Brand NEW full-size WASHER & DRYER. A carport adds convenience right outside your front door. Enjoy LOW CONDO FEES (only $407/mo) that INCLUDE WATER, SEWER, TRASH, BASIC CABLE, EXTERIOR MAINTENANCE AND ROOF, making carefree living a reality. Community amenities include a beautiful, heated pool and a welcoming clubhouse with an active social calendar. Located just 3 miles from Siesta Key, and easy access to shopping, dining, and more. Whether you're looking for a full-time residence or a winter retreat in the sunshine, this condo checks all the boxes. Book your showing today!

2809 Swifton Drive Unit 4, Sarasota
$1,790,000
4 Beds ⋅ 3 Baths ⋅ Mcclellan Park SubDv. ⋅ 34239 Zip Code
This Spanish Mediterranean style home built in 1925 is nestled in the coveted "West of Trail" subdivision of DeSota Park in the South Poinsettia park Neighborhood just two blocks from the fine dining and boutique shopping offered in Southside Village. This home is ideally located outside of any flood zones and weathered the 2024 hurricane season without any damage. This listed historic home with detached casita is rich with character. The beautifully designed residence offers 2,330 square feet of living space. The home boasts a total of 12 rooms featuring a spacious entry, open plan living area including a formal dining room, living space and chef's kitchen and a versatile family room located directly off the pool area. The 3 bedroom main house has 2 bedrooms with their own en-suite bathrooms plus an additional 3rd bedroom/office/flex space, updated hurricane rated windows and whole home tankless hot water heater. The casita offers the 4th bedroom with en suite bath and kitchenette. Upon entering the tiled courtyard you are invited to step inside and discover an abundance of architectural details like the hurricane rated pecky cypress entry door, arched doorways, pecky cypress beams and fireplace mantel, custom built-ins and original architectural details that all add up to the unique touches of sophistication. The northern exposure fills the home with natural light, highlighting the garden views through casement dual pane hurricane rated windows adorned with tasteful and functional window treatments. Inside the spacious foyer your attention is drawn to the custom window treatments and new flooring and opens to an expansive open plan living room featuring a working fireplace with a pecky cypress mantel that adds warmth and ambiance and pecky cypress beams. The living space is flanked by a light filled dining room that opens to a second private courtyard and the recently renovated gourmet chef's kitchen that includes custom cabinetry, Taj Mahal quartzite countertops, zellige tile backsplash and top of the line appliances - SubZero refrigerator, Thermador warming drawer and Italian Fulgor Milano gas range. Down the hall the main floor primary suite includes a large ensuite bathroom with a separate shower, four closets for ample storage and a convenient laundry space. The second bedroom suite is tucked away with dual closets, dressing area, its own courtyard and private access to the pool. At the back of the home the 3rd bedroom/office/flexroom is located off a large and comfortable family room with pecky cypress beams and tile flooring that opens up through a wall of hurricane rated stack glass back doors to the pool area. The pool area is a tropical paradise featuring a heated pool and hot tub with a new remote controlled electronic system. The pool cage encompasses plenty of space for lounging and dining and includes the entry to the casita and full bath with mini split unit, tile flooring and wooden beams, includes built-in murphy bed and a dedicated generator. Outside the casita is a large paver courtyard with a custom outdoor cooking area that includes a plumbed 36" natural gas grill with rotisserie and pizza oven accessories and an outdoor refrigerator. This "West of Trail" home is ideally located in the Southside Elementary School district, convenient to Sarasota Memorial Hospital and located just steps away from Morton's Gourmet Grocery and some of Sarasota's best restaurants, shopping and art galleries.

1864 Clematis St Street, Sarasota
$274,900
2 Beds ⋅ 2 Baths ⋅ Pinestone At Palmer Ranch SubDv. ⋅ 34238 Zip Code
Experience Resort-style living within 15 minutes to Siesta Key with this stylish FIRST FLOOR unit with tranquil LAKE VIEW. The unit has an open, bright, and cheerful layout-perfect for entertaining guests. This is the ideal property for both full and part-time residents who want a maintenance-free lifestyle close to the beach and downtown Sarasota. Property is being sold TURN KEY FURNISHED-just pack a suitcase! This community offers tons of amenities, including an Olympic-sized pool, shuffleboard, a grilling area, and lighted tennis/pickleball courts. The clubhouse features a gym, 32-seat movie theater, library, and pool tables.

8360 Wingate Drive Unit 811, Sarasota
$1,325,000
4 Beds ⋅ 4 Baths ⋅ Sapphire Shores SubDv. ⋅ 34234 Zip Code
Located within Sarasota city limits in the Indian Beach/Sapphire Shores neighborhood, 2480 Alameda Ave offers a beautifully remodeled, move-in ready home with real flexibility for how you use it. This 4-bedroom, 3.5-bathroom home was completely remodeled starting in 2021 with all-new plumbing, updated HVAC, new flooring, a reimagined kitchen, and fully remodeled bathrooms. The open floor plan is warm and inviting, featuring a custom fireplace with mantle, quartz counters, wood cabinetry, and a pantry off the kitchen leading to a dedicated laundry room. Outside, a saltwater pool and paver patio added in 2025 create a private oasis perfect for full-time living or generating exceptional rental income. A separate detached structure on the property opens the door to even more possibilities — artist studio, home office, she-shed, or additional guest accommodations. Already a proven rental performer before the pool was added, this property is primed for even stronger returns. Live here full time, rent it seasonally, or lease it annually — the choice is yours. Minutes to Downtown Sarasota, St. Armand's Circle, and Sarasota's famous Gulf beaches.

2480 Alameda Avenue, Sarasota
$189,000
2 Beds ⋅ 2 Baths ⋅ Lake Tippecanoe SubDv. ⋅ 34233 Zip Code
Enjoy the best view in Tippecanoe from this beautifully maintained 2-bedroom, 2-bath condo overlooking the lake. Features include granite countertops, an open-concept layout, and a screened-in patio ideal for enjoying the scenery year-round. A perfect blend of comfort, style, and waterfront living.

4470 Narraganset Trail Unit 90A, Sarasota
$449,900
2 Beds ⋅ 1 Baths ⋅ Ringling Park SubDv. ⋅ 34234 Zip Code
STEP BACK IN TIME and experience the charm of "OLD FLORIDA" in this beautifully preserved bungalow located west of North Tamiami Trail in the highly sought after Ringling College Art District Situated on a spacious lot with a large fenced backyard, private driveway, and covered carport, this 2-bedroom home showcases timeless architectural details, including gleaming terrazzo floors, graceful arched openings, and elegant plaster cove ceilings that capture the character of the 1950s. The thoughtfully updated interior features a beautifully remodeled kitchen with new cabinetry, quartz countertops, modern lighting, and newer appliances, along with an updated bathroom, All 19 windows have been replaced, an almost-new HVAC system, a 150-amp electrical panel, updated tilt-in windows throughout, restored terrazzo flooring, and luxury vinyl plank flooring in the inviting Florida room. Additional living spaces include a welcoming front porch, rear porch, spacious living room, bright Florida room, and an oversized laundry room. Adding to the home's long-term appeal, the former motel at the corner of 23rd Street and North Tamiami Trail is slated for redevelopment into Artscape Sarasota – One Stop Housing, an innovative mixed-use community designed to provide affordable housing and creative space for artists to live, work, and learn. Offering historic character, modern updates, and an outstanding location just minutes from downtown Sarasota, the Bayfront, dining, shopping, and the arts, this exceptional home is attractively priced at $449,900.

1020 23rd Street, Sarasota
$399,900
3 Beds ⋅ 2 Baths ⋅ Amaryllis Park SubDv. ⋅ 34234 Zip Code
Welcome to the House of Light...Lots of Windows lets the Sunshine flow throughout this Home, setting a Lovely, Peaceful Feeling and Calming Atmosphere. With a Private Front Entry, This Spacious Home has 3, possibly 4 Bedrooms, as, the Front Room has a Closet Area and maybe partitioned off into a 4th Bedroom as needed. With a Spacious Family Room with a coat closet for extra storage, this room could also be used as a Huge Dining Room. There is also an Office Area with a private side door entrance on the side of the house. Nicely Remodeled Kitchen with Stainless Steel Appliances, Granite Counters and has an Eat-In Area. Spacious Master Suite has an En Suite and both, a Spacious Walk-in Closet and a Built-In Closet for Plenty of Storage. 2 Guest Bedrooms are Spacious and a Lovely Remodeled Guest Bathroom. Hallway has a Storage Closet and a Linen Closet. There is a Carport with a Side Door Entry and a Utility-Laundry Room and a Spacious 8x10 Storage Shed in the Back Yard. This is Truly a Wonderful Family Home with a Newer Roof 4yrs, Hurricane Impact Windows 2yrs, Air Conditioner 2yrs, New Electric Water Heater. This Family Home is a True Joy to Live in....Welcome Home...

1669 35th Street, Sarasota
$289,900
2 Beds ⋅ 2 Baths ⋅ Forest Pine Estates SubDv. ⋅ 34232 Zip Code
Check out this handsome opportunity in very poplular Forest Pines! In the Pinecraft area! Awesome open floor plan & everything in the home now stays with the property! 2 bedrooms - 2 bathrooms, plenty of kitchen cabinets, laundry room & lanai! Trucks, golf carts & motorcycles are not allowed. There are restrictions on dogs! Forest Pines offers lawn & grounds care, pool area, covered sitting areas, shuffle board, games, cable TV & more included in your monthly dues! Located not far from several popular locations & things to do; beaches, shopping, resturants, golf courses, numerous parks, Legacy trail, ice cream shop & so much more! For answers to your questions please contact Sentry Management or see associated docs for disclosures & information.

1548 Grand Boulevard Unit 109, Sarasota
$4,100,000
4 Beds ⋅ 4 Baths ⋅ Poinsettia Park SubDv. ⋅ 34239 Zip Code
Experience the timeless charm and distinctive elegance of this West of Trail luxury cottage, with modern finishes that remain true to its original allure, at 1829 Bougainvillea Street. Occupying three lots, it is nestled gracefully in Sarasota's most cherished neighborhood. Set on a tranquil, tree-lined avenue, moments from vibrant Southside Village, Sarasota Memorial Hospital, and the renowned sands of Siesta Key, this thoughtfully enhanced residence exudes a rare character and allure that newer homes simply cannot replicate. From the moment you step inside, you're captivated by a refined blend of historic charm and contemporary luxury. Rich hardwood flooring, detailed crown moldings, and designer lighting create a warm and refined ambiance throughout the spacious, open-concept layout. Anchoring this home is a beautifully reimagined gourmet chef's kitchen, showcasing high-end stainless steel appliances, luminous granite countertops, bespoke cabinetry, and an expansive island—ideally suited for gatherings both grand and intimate. The luxurious master suite is a serene retreat, illuminated by abundant natural light and offering generous closet space alongside a spa-inspired ensuite with a sumptuous walk-in shower and dual vanities. Additional bedrooms and versatile living areas effortlessly accommodate family, guests, or a tailored home office. Unique to this remarkable residence is the thoughtfully designed separate living quarters, complete with a private entrance, an inviting bedroom, a fully equipped kitchen, and a full bathroom. Ideal for hosting guests, housing extended family, or offering privacy to long-term visitors, these quarters are unique. Outside, the magic only continues—enchanting gardens burst with colorful bougainvillea, and mature greenery surrounds an inviting patio that effortlessly extends the living space outdoors, perfect for sunlit gatherings or quiet moments beneath Sarasota's famous skies. With meticulous care and modern upgrades, including a newer roof, advanced HVAC systems with two newly installed air conditioning units, recently replaced front-facing windows, and fully updated plumbing and electrical infrastructure, this home blends historic character with contemporary convenience, ensuring comfort, efficiency, and peace of mind. 1829 Bougainvillea Street represents more than just a renowned address; it offers a rare opportunity to own a property rich in Sarasota history and charm, distinctively set apart from uniformity and infused with authentic character. Welcome home to an extraordinary residence awaiting your personal story. Its roots run deep into our community. The prior owners have all remained friends to this day, and the resurgence of the modern cottage is now at the forefront of interior design and architecture. This property embodies that trend in a way no other home can. A true one-of-a-kind that will never be replicated.

1829 Bougainvillea Street, Sarasota
$289,900
2 Beds ⋅ 2 Baths ⋅ Woodside Village East SubDv. ⋅ 34231 Zip Code
Recently extensively remodeled partially furnished villa just minutes from Siesta Key, surrounded by mature Old Florida landscaping in a private enclave of villa-style condos, close to Gulf Gate and US41. This inviting 2-bedroom, 2-bath condominium unit in Sarasota’s desirable Gulf Gate area, blending classic Florida charm with modern comfort. The spacious layout includes a bright Florida room, rear screened porch, and a covered carport. Recent updates feature a new modern kitchen w/ never used stainless steel appliances and solid wood cabinets, extensive millwork throughout, new door casings and interior doors, new textured/painted ceilings and walls, newer HVAC system, newer electric wiring throughout the unit, newer electric panel, new electrical outlets, and newer water heater, plus newly paved neighborhood roads. The community offers a tennis/pickleball court and a large screened-in heated swimming pool. Not in a flood zone requiring insurance, this home is available for immediate occupancy, perfect for seasonal or year-round living. Just a 5-minute drive to world-famous Siesta Key Beach and close to shopping, dining, and entertainment, it’s ideal as a permanent home, vacation retreat, or investment property.

2227 Circlewood Drive Unit 52, Sarasota
$585,900
2 Beds ⋅ 2 Baths ⋅ Sunrise Cove SubDv. ⋅ 34242 Zip Code
Wake Up Above Sarasota Bay — Penthouse Views, Coastal Living, and Endless Horizons! Imagine beginning each day from your top-floor residence with breathtaking panoramic views of Sarasota Bay and glimpses of the Gulf of Mexico beyond. From morning coffee to spectacular sunsets reflecting across the water, this exceptional 2-bedroom, 2-bath condominium offers a front-row seat to Sarasota's coastal beauty. Perched on the top level, this light-filled residence showcases expansive water views, abundant natural light, and an inviting floor plan designed for comfortable living and effortless entertaining. Watch sailboats glide across the bay, spot dolphins at play, and enjoy the ever-changing scenery from the comfort of your own home. Whether you're searching for a year-round residence, seasonal retreat, or investment in one of Sarasota's most desirable locations, this residence offers the perfect blend of luxury, convenience, and waterfront charm. Ideally located near world-renowned beaches, vibrant downtown Sarasota, exceptional dining, shopping, arts, and cultural attractions, you'll enjoy the very best of Florida's Gulf Coast lifestyle. Top Floor opportunities with sweeping bay views and Gulf vistas are rare. Experience elevated living where every day begins and ends with unforgettable views. If it can't get any better than this, January and Feburary are rented bringing immediate income to future owner!

8977 Midnight Pass Road Unit 519, Sarasota
$136,000
2 Beds ⋅ 2 Baths ⋅ Tri-Par Estates SubDv. ⋅ 34234 Zip Code
Discover the possibilities of this distinctive 2-bedroom, 2-bath property, where you own the land with no lot lease. The home also offers the potential for a third bedroom or den, along with a spacious laundry room and an expansive living area. Conveniently located just minutes from the airport and the bay (approximately 1.5 miles and 2.5 miles away, respectively), this property offers both accessibility and charm. Encompassing approximately 1,100 square feet, the home is situated on a generous corner lot accented by attractive river rock landscaping. Whether you choose to renovate the existing residence or build anew, this property presents an inviting opportunity to create something truly your own. Tri-par Estates is a 55+ community that provides a wealth of amenities: enjoy a heated and cooled large pool for year-round swimming, a brand-new spa, tiki hut, pickleball courts, fitness center, shuffleboard, miniature golf, horseshoes, and various recreation hall rooms equipped with ping-pong, billiards, card tables, a kitchenette, sewing areas, and more. The expansive clubhouse regularly hosts dinners, dances, and other events. Situated only minutes from downtown Sarasota, you’ll have easy access to marinas, shopping, restaurants, museums, the world-renowned Siesta Key and Lido Key beaches, and Sarasota airport. In this special park and recreation district, residents own their land directly, with no separate HOA fees—an annual fee of $1,648 is included in your property taxes. Internet and TV included in the annual fee This is also a golf cart-friendly community with optional RV or boat storage when available. Don’t miss the opportunity to join this lively, well-established neighborhood in paradise.

5066 Pebble Beach Avenue, Sarasota
$165,000
2 Beds ⋅ 2 Baths ⋅ Terraces Of Forest Lakes SubDv. ⋅ 34232 Zip Code
Renovated, Turn-Key Furnished Ground-Floor Condo - Rare Find in the Heart of Sarasota Welcome to 2223 Beneva Ter #2222, a beautifully renovated 2-bedroom, 2-bath ground-floor end unit in the sought-after Terraces of Forest Lakes. With no steps to climb and just under 1,000 square feet of easy, single-level living, this one checks the boxes for comfort and convenience alike. Best of all, it's being sold turn-key furnished, so you can move right in and start enjoying it from day one. A major 2025 renovation means there's nothing left to do but unpack. The kitchen shines with new soft-close shaker-style cabinetry, countertops, a tile backsplash, and a stainless-steel sink. Luxury vinyl flooring runs throughout, complemented by the fresh coastal light grey walls and glossy white baseboards, crown molding, and all new interior panel doors and sliding closet doors. Both bathrooms feature new vanities, and behind the scenes, new water supply lines and stack vents add lasting peace of mind. Additional updates include a new front exterior door in 2018 and HVAC in 2015. From your screened, covered lanai, step out into the large backyard with lush green views where you can enjoy nature at its best – squirrels, rabbits, Sand Hill cranes, ducks and even parrots – your own private, peaceful bird sanctuary! Golfers will appreciate the proximity to The Palms Golf Club at Forest Lakes and sharpening your game at the aquatic driving range. The Palms has several flexible membership options. The Terraces of Forest Lakes is a delightful, no age restricted community with 53 units, block construction and “garage-like” carports with covered roof from the carport to your front door. With Siesta Key under 4 miles away, you’ll appreciate the spacious storage closet for beach chairs, bikes, golf clubs or whatever you need to store. The location is hard to beat. You're truly in the center of it all, within 5-20 minutes of Siesta Key and Lido Key beaches, Downtown Sarasota, the UTC Mall, the Legacy Trail, The Palms Golf Club at Forest Lakes, and quick I-75 access. Available units in Terraces of Forest Lakes are few and far between - don't miss your chance to make this one yours.

2223 Beneva Terrace Unit 2222, Sarasota
$275,000
2 Beds ⋅ 2 Baths ⋅ Plaza De Flores SubDv. ⋅ 34238 Zip Code
Welcome to this immaculate, turnkey, rarely available first-floor corner unit in the highly sought-after, gated community of Plaza de Flores at Palmer Ranch. This 2-bedroom, 2-bathroom residence features a highly desirable split floor plan that offers the ultimate in privacy and maintenance-free Florida living. The spacious primary suite is a private retreat boasting an en-suite bathroom and two expansive walk-in closets. On the opposite side of the condo, the comfortable second bedroom features ample closet space with easy access to the adjacent second full bathroom, perfect for guests. Inside, you will find modern updates completed in 2025, including a brand-new HVAC system and beautifully updated countertops in both the kitchen and bathrooms. The community also features extensive recent exterior upgrades, including a brand-new roof, new carports, and newly installed pavers. Enjoy your morning coffee or evening breeze on the private, oversized screened-in lanai. Plaza de Flores boasts resort-style amenities including a community pool, clubhouse, fitness center, and tennis courts. The monthly condo fee provides excellent value, covering cable, water, sewer, and trash removal. Ideally situated just minutes from the world-renowned Siesta Key Beach, downtown Sarasota, The Legacy Trail, Oscar Scherer State Park, I-75, local marinas, and Gulf Gate. Everyday conveniences like Publix, Target, and Costco are right around the corner. Perfect as a primary residence, winter getaway, or investment property!

4244 Central Sarasota Parkway Unit 716, Sarasota
$419,000
2 Beds ⋅ 2 Baths ⋅ Regent Place SubDv. ⋅ 34236 Zip Code
The Regency House is in the ideal downtown location because it feels like a neighborhood with parkland and the cities bayfront Park to the West as well as Palm Avenue's Tree lined side walked street to the East. The neighbors use the sidewalks and are friendly and active. This building is just far enough from Main Street and all the fun and cultural venues, but just far enough away that it is more peaceful when activities are going on there. Walk the farmer's market and art shows on Saturday mornings and too the Opera and Theaters in the evenings. Many excellent restaurants and entertainment venues line the downtown streets. Walk to Whole foods or Marina Jack's and O'Leary's Cabana bar restaurant less than a half block away as well as stroll the art district walk a block away on your way to Main Street. Hard to beat this location and it is surrounded by some of the most luxurious condominiums in all of downtown but at the most reasonable price level anywhere in the area. With a new resort style pool being installed this summer to replace the dated pool, it will be a relaxing place to enjoy your time or get your exercise doing laps in the extended pool. There are new sunshades and BBQ areas to enjoy as well. We have an exercise area, a party/meeting room with small kitchen for events. The lobby has three convenient entrances and a full-time concierge and manager monitoring the properties security cameras and taking care of the residence owner's requests and needs. Everyone has a nice carport with insulated roofs and some guest spots plus parking on either side of the building on Gulfstream and Palm Avenues. The property is wide and not as crowded together like others in the downtown areas. This is a roomy two bedroom, two-bathroom unit with a nice sized living and dining room as well as the sunny and bright space with opening patio doors to enjoy the morning sunrises or evening moonlight. Attractive and warm wood floors in all the living areas and bedrooms add to the comfortable feel. Bright galley kitchen is easy to prepare your meals or walk five minutes to dine downtown or the neighborhoods quaint cafes, movie theater in the Burns Court area. Hard to beat the convenience to everything including medical services and hospital at short 5 minutes' drive. Airport is less than 15 minutes to pick up your guests, and our airport is quick and easy to get to your gate if you plan to travel. Fine dining on St. Armand's Circle and prime shopping on Lido Key as well as our clean quartz sand beaches like Siesta, Lido and Longboat Keys which are rated consistently among the best in the world! How can you beat all you get at this price level and the lifestyle this condominium will give you? Come take a look and live, the Sarasota Florida Lifestyle!

435 S Gulfstream Avenue Unit 206, Sarasota
$558,000
1 Beds ⋅ 1 Baths ⋅ Jamaica Royale SubDv. ⋅ 34242 Zip Code
Welcome to your own slice of paradise at Jamaica Royale, located directly on the world-famous shores of Siesta Key Beach. This beautifully remodeled one-bedroom, one-bath condominium, complete with a queen sleeper sofa, and a twin sleeper sofa, offers the perfect combination of coastal sophistication and exceptional rental income potential. Thoughtfully updated throughout, the stunning kitchen features elegant quartz countertops, custom wood cabinetry, stainless steel appliances, and a convenient laundry closet with a stackable washer and dryer—ideal for effortless beachside living and entertaining. The spa-inspired bathroom showcases designer finishes, including a custom-tiled shower and sleek quartz top vanity. Designed with both comfort and style in mind, the open and inviting floor plan is offered fully furnished and turnkey, allowing you to begin enjoying the Siesta Key lifestyle immediately. Whether you're seeking a personal beachfront getaway, an investment property, or both, this residence delivers. Jamaica Royale is one of Siesta Key's most sought-after beachfront communities, offering flexible one-week minimum rentals, making it highly attractive to vacationers and investors alike. Residents and guests enjoy 3 heated community pools, designated BBQ areas, a shuffleboard court and approximately 300 feet of private beachfront, with direct access to the Gulf of Mexico's crystal-clear waters and powder-soft quartz sand. Perfectly positioned just minutes from Siesta Key Village, you'll enjoy easy access to award-winning restaurants, charming boutiques, entertainment, and vibrant nightlife. This is a rare opportunity to own a turnkey beachfront retreat in one of Florida's most desirable coastal destinations—where every day feels like a vacation.

5830 Midnight Pass Road Unit 48, Sarasota
$449,500
2 Beds ⋅ 2 Baths ⋅ White Sands Village SubDv. ⋅ 34242 Zip Code
Welcome to Unit 201 at White Sands Condominium — a bright, airy coastal retreat perfectly positioned on iconic Midnight Pass Road, Siesta Key. This spacious 1,012 sq ft, two-bedroom, two-bathroom condo is your gateway to the laid-back island lifestyle you've been dreaming of. Whether you choose to walk, cycle, or simply stroll, the world-famous Siesta Key Beach — voted the #1 beach in the USA — is just moments from your front door. Step inside and feel immediately at home. Generous natural light floods the open living spaces, beautifully complemented by wood-look flooring that runs throughout the unit, giving it a polished feel with all the ease of coastal living. The thoughtful layout offers two full bathrooms plus a convenient in-unit washer and dryer, so laundry day never interrupts island day. A dedicated storage closet rounds things out, giving you that extra breathing room that makes everyday life so much easier. When the sun starts to dip and the breeze picks up, step out onto your private covered lanai — the ideal spot to mix a cocktail, host friends, or simply let the Siesta Key evening wash over you. Sheltered and spacious, it extends your living space outdoors in true Florida fashion, and is the kind of feature you'll use every single day. Beyond your front door, White Sands offers a wonderful sense of community. Take a dip in the sparkling community pool, or take advantage of the community boat docks — available on a first-come, first-served basis — perfect for those who love life on the water. And with your own deeded covered parking spot, convenience is always part of the package. This is more than a condo — it's a front-row seat to everything that makes Siesta Key one of Florida's most sought-after addresses. Whether you're looking for a full-time residence, a vacation escape, or a smart investment, Unit 201 checks every box.

5673 Midnight Pass Road Unit 201, Sarasota
$158,500
2 Beds ⋅ 2 Baths ⋅ Tri-Par Estates SubDv. ⋅ 34234 Zip Code
Offered furnished and turnkey, this nicely spaced 2-bedroom, 2-bath home welcomes you with a spacious 45x13 carport, comfortable bedrooms, textured walls and ceilings, newer plumbing, a 2022 gas water heater, laminate flooring throughout, and a TPO roof. You’ll love the bright Florida room with more than 250 square feet and newer acrylic windows, along with a large backyard (home is in the pet area) that backs up to a vacant lot for a little extra peace and privacy. Tri-par Estates is a 55+ community that provides a wealth of amenities: enjoy a heated and cooled large pool for year-round swimming, a brand-new spa, tiki hut, pickleball courts, fitness center, shuffleboard, miniature golf, horseshoes, and various recreation hall rooms equipped with ping-pong, billiards, card tables, a kitchenette, sewing areas, and more. The expansive clubhouse regularly hosts dinners, dances, and other events. Situated only minutes from downtown Sarasota, you’ll have easy access to marinas, shopping, restaurants, museums, the world-renowned Siesta Key and Lido Key beaches, and Sarasota airport. In this special park and recreation district, residents own their land directly, with no separate HOA fees—an annual fee of $1,648 is included in your property taxes. Internet and TV included in the annual fee This is also a golf cart-friendly community with optional RV or boat storage when available. Don’t miss the opportunity to join this lively, well-established neighborhood in paradise.

1451 Burning Tree Street, Sarasota
$469,900
2 Beds ⋅ 2 Baths ⋅ Siesta Harbor SubDv. ⋅ 34242 Zip Code
This second floor 2-bedroom, 2 bath condo is located in the Marlin House in the 55+ community of wonderful Siesta Harbor! This unit offers an open floor plan with plenty of light. Step out onto one of the balcony’s to view the peaceful water, boats going by and you may see dolphins playing while you are enjoying your morning beverage. This community offers more than just serene water views. Included in the many amenities are a heated pool, shuffleboard, library and a fitness area. Feel free to participate in movie night, Tai Chi and Happy Hour along with many other activities offered at the clubhouse. Are you a boater? Siesta Harbor is one of the few condos on Siesta Key that offers a boat dock with deep water, for those interested in this bonus extra. If you wish to walk to the beautiful Siesta Key beach, voted best beach in the USA and the world, private access right across the street through a deeded access. Siesta Harbor keeps its grounds and buildings well maintained, recently updated with new roofs and updated common areas. This unit is a must have, with the deep water of the Intracoastal Waterway right in your backyard, the peaceful and serene atmosphere of the area, the beautiful beach just a shore walk away and it can be an income producer should that be something you want to consider.

1250 N Portofino Drive Unit 202, Sarasota
$529,900
2 Beds ⋅ 3 Baths ⋅ Bay Oaks Estates SubDv. ⋅ 34242 Zip Code
This property is a rare find, featuring two master suites upstairs, each with its own private balcony. The home is tastefully decorated and is being sold Turnkey, making it an excellent opportunity for immediate use or investment. Notably, the property already has a strong track record of rental income with several future bookings already in place. The Bay Oaks community offers a serene setting with mature landscaping and a wide array of amenities, including a heated pool, tennis courts, recreation room and a fishing pier. It also provides the convenience of on-site management and a picnic area with Barbeques for your enjoyment. Located less than a mile from Crescent Beach, the property offers easy access to the world-renowned powdery, quartz sand of Siesta Key, recently ranked as the #4 beach in the world by Tripadvisor in 2025. The area is a premier destination spot. Additionally, the trolley stops directly in front of the complex providing easy transportation to the various dining, shopping and nightlife options Siesta Key is famous for.

6157 Midnight Pass Road Unit F22, Sarasota
$219,000
1 Beds ⋅ 1 Baths ⋅ Strathmore Riverside SubDv. ⋅ 34231 Zip Code
Fully renovated and move-in ready, this charming 1-bedroom, 1-bathroom standalone villa in the highly sought-after 55+ Strathmore Riverside Villas community is the Florida lifestyle opportunity you have been waiting for. Whether you are pursuing the snowbird dream or making the permanent move to paradise, this turnkey gem is ready for you right now. Fresh 2025 upgrades include a brand new kitchen, new flooring throughout, and new plumbing — no projects, no headaches, just move in and start living. The bright open-concept layout offers comfortable and easy living with an in-unit washer and dryer, covered carport, and attached storage room. The community is where the magic happens. Start your morning with a swim in the large heated pool maintained at a year-round 85 degrees, spend your afternoon on the fishing dock, and end your day watching the sun set over Phillippi Creek. Boating enthusiasts will love the community marina with direct access to the Intracoastal Waterway and the Gulf of Mexico — boat slips available through the association. Additional amenities include a clubhouse, fitness room, shuffleboard courts, billiards, library, and two saunas. HOA fee includes cable TV, water, sewer, exterior building and grounds maintenance, building insurance, escrow reserves, and onsite management. Conveniently located near Publix, Detwiler's Farm Market, Sarasota Memorial Hospital, Phillippi Farmhouse Market, and just minutes to world-famous Siesta Key Beach. At this price with these upgrades in this community, this one will not last long. Schedule your showing today.

5440 Riverbluff Circle Unit 87, Sarasota
$1,100,000
2 Beds ⋅ 2 Baths ⋅ Gulf & Bay Club SubDv. ⋅ 34242 Zip Code
Experience the best of beachfront living at Gulf & Bay Club, one of Siesta Key's premier Gulf-front communities on the world-famous white quartz sands of Siesta Key Beach. This beautiful ground-floor residence offers 2 bedrooms/2 baths, office area, dining & living rooms, and in unit laundry - all surrounded by lush tropical landscaping that creates a peaceful, private setting. The open-concept floor plan features warm coastal finishes, crown molding, and an updated kitchen with newer appliances, abundant cabinetry, a convenient beverage cooler, and an in-unit LG washer/dryer. Expansive sliding glass doors fill the home with natural light while showcasing views of two lagoon fountains, tropical landscaping, and partial Gulf views that provide spectacular sunset backdrops. Recent updates include an A/C (Nov. 2021), hot water heater (Mar. 2026), and GE microwave (2025). Ideally located just steps from one of the community's grilling areas, this residence offers the perfect blend of comfort and convenience. Gulf & Bay Club is a gated 32-acre beachfront community with 800 feet of private Gulf frontage and exceptional resort-style amenities, including three heated pools, two clubhouses, a fitness center, hot tub, dry saunas, eight tennis courts, racquetball and basketball courts, a scenic lagoon with a charming island, electric vehicle charging stations, and an active social calendar with organized events and activities. Whether you're looking for a full-time residence, vacation retreat, or investment opportunity, this exceptional condominium offers the ultimate Siesta Key lifestyle.

5780 Midnight Pass Road Unit B105, Sarasota