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6020 Midnight Pass Road Unit 49, Sarasota
$620,000
2 Beds ⋅ 2 Baths ⋅ Aloha Kai Apts SubDv. ⋅ 34242 Zip Code
Turnkey furnished coastal villa with private deeded beach access in Aloha Kai, one of Siesta Key’s most established beachfront communities. This beautifully updated 2-bedroom, 1.5-bath residence offers an exceptional combination of island lifestyle, rental flexibility, and effortless ownership just moments from the sandy beach and turquoise waters of Siesta Key Beach. Designed for immediate enjoyment, the villa features an updated kitchen with newer cabinetry, countertops, and appliances, along with a thoughtfully furnished interior suited for use as a vacation retreat, seasonal residence, full-time home, or income-producing property. Significant improvements include a 2020 metal roof, impact-rated windows and front door, upgraded 200-amp electrical service, and a 2023 water heater. Following Hurricane Milton, the first floor was professionally remediated and underwent a fully permitted renovation. Independent mold testing produced negative results, and supporting documentation is available for review. Aloha Kai offers an inviting resort-style setting with private deeded beach access, a heated Olympic-size swimming pool, clubhouse, shuffleboard courts, tropical landscaping, and on-site management. Short-term rentals are permitted subject to association rules, providing valuable flexibility for owners seeking both personal use and rental-income potential. Enjoy convenient access to Siesta Key Village, waterfront dining, shopping, boating, and downtown Sarasota from an established island community offering the beach lifestyle for which Siesta Key is celebrated. Buyer shall independently verify rental policies and restrictions, association rules and information, room dimensions, permits, remediation documentation, and all other property information deemed material.

6020 Midnight Pass Road Unit 49, Sarasota

3637 Yellow Pine Court Unit 146, Sarasota
$349,900
2 Beds ⋅ 2 Baths ⋅ Village Des Pins SubDv. ⋅ 34238 Zip Code
Premier South Sarasota Location! Soon to be walking distance to the new Trader Joe and SSQ Lifestyle Town Center! This villa has a private cul de sac location just steps to the resort style heated community pool, hot tub and clubhouse. Weekly Rentals are Allowed, Fantastic Income producing property. Gorgeous Custom built kitchen cabinets with glass displays and lighting. Stunning granite counter tops. Glass top stove with a stylish lighted vent hood. Numerous recessed lights. All new appliances. Every piece of furniture has been replaced and selected for this Villa, all included in the purchase. Flowing tile throughout with a wide baseboard adding flair. Open and bright, lots of windows bringing in the easterly sun. Soaring vaulted ceiling have been textured and painted. All doors have been replaced, all new lighting, ceiling fans even the outlets and light switches are new. Bathrooms have granite counters, custom cabinets and warm colors. In the spacious walk in closet is an Owners cabinet that was made in Iceland as many of the custom features. There are two outside sitting areas. In the tiled entry there is a peaceful space with a table and chairs perfect for morning coffee and reading. In the rear of the villa is a tiled screened lanai in a picturesque tropical palmed tree setting. Comfortable chairs and table giving you an additional dining area. Desirable South Sarasota Location. HOA Fee includes digital cable TV & Internet. Active Association continually makes improvements. Most recently updated the pool furniture & umbrellas. Many Community Amenities offerings are two tennis courts, one with pickle ball, putting green, shuffle board, library and billiards. Just around the corner from the Legacy Traill. To the North takes you to Downtown Sarasota and to the South Downtown Venice. Multiple Beaches within a 20 min drive including Award Winning Siesta Key. Circling the neighborhood is a private road perfect for walking and bird watching by the two scenic ponds. Just around the corner from the Legacy Trail. This is the perfect Sunny Florida Home Away From Home!

3637 Yellow Pine Court Unit 146, Sarasota

1310 Glen Oaks Drive E Unit 385E, Sarasota
$100,000
1 Beds ⋅ 1 Baths ⋅ Glen Oaks Gdn Apts SubDv. ⋅ 34232 Zip Code
Great Condo, Great Location, Great Neighbors. This 1 bedroom, 1 bath condo is waiting for you. Reasonably priced 55+ in Glen Oaks Garden...located close to the Downtown Arts District, marina, eateries, shopping, banks, hospitals, I-75, UTC Mall, Benderson Park, Airport and best of all our beautiful beaches - always rated among top beaches in the U.S. The complex has a great pool area, lots of activities and an ideal place to be for either a year-round resident or a home away from home. Bobby Jones Public Golf Course recently renovated with beautiful walking paths is right next door. Association says 55+, rentals allowed after 18 months residency and your pet is welcome. Welcome home to Glen Oaks Garden!

1310 Glen Oaks Drive E Unit 385E, Sarasota

1100 Benjamin Franklin Drive Unit 502, Sarasota
$1,200,000
2 Beds ⋅ 2 Baths ⋅ Lido Surf & Sand SubDv. ⋅ 34236 Zip Code
Welcome to southern coastal living at Lido Surf & Sand. Showcasing full panoramic Gulf views and daily sunsets, this direct beach-front 5th floor condo features a 2-bedroom, 2-bathroom, boasting 1,494 sq. ft. of interior living space and an additional 394 sq. ft. expansive wraparound balcony. Wake up to coffee or tea on your private balcony with limitless beach views and end your day listening to the gentle surf a mere 200 feet from your residence. The open-concept layout presents a seamless flow from dining area through living room to the full-width beachfront balcony?perfect for intimate evenings or entertaining friends. After a refreshing swim in the beachside pool, relax in the heated spa, lounge with a good book on the pool deck, or play a game of shuffleboard with friends. A fitness center, billiards, nearly renovated social room, and garage make this a great place to live. Your pet is also welcome! Upgrades include a new water heater (2023), brand new A/C unit, and upgraded hurricane-impact windows and sliders. A short stroll down the block, the Ted Sterling Nature Preserve beckons the outdoor enthusiast - from early morning walks to gentle kayaking in the mangrove maze. Exceptional shopping and dining await at nearby St. Armands Circle. Come and check out this unit for yourself today!

1100 Benjamin Franklin Drive Unit 502, Sarasota

6267 Midnight Pass Road Unit 306, Sarasota
$630,000
2 Beds ⋅ 2 Baths ⋅ Excelsior Beach To Bay SubDv. ⋅ 34242 Zip Code
Motivated Seller! Experience the ultimate island lifestyle in this beautifully appointed 2-bedroom, 2-bathroom condo on world-famous Siesta Key. Located just steps away from the powdery white quartz sands of Siesta Beach, this property grants you your own private deeded beach access where loungers are waiting for you. With the vibrant dining and shopping of the Village, this location cannot be beat. You can be picked up right at the front of the building with free transportation on the island. The split bedroom living space area features Italian porcelain tile flooring, crown molding, abundant natural light, hurricane impact windows throughout, NO popcorn ceilings here-smooth as butter, seamlessly flowing onto a private lanai where you can enjoy your morning coffee with a peaceful view of the courtyard, pool, pond, a peak of the Bay, and beautiful grounds. The community offers resort-style amenities, including two heated pools and hot tubs (one on the Bay side and one on the Gulf side), tennis courts, pickleball courts, a fitness center, shuffle board, fishing dock, grilling stations, library and a community room. You will have an assigned covered parking space under the building, ample additional parking for your guests and a storage unit for your beach toys. Excelsior Beach to Bay also has a management company on site to rent your unit while you are away for your convenience, if you choose to do so. You will love this close knit community and all the fun social events offered throughout the season. One week rentals now allowed outside of High Season! Call for your private showing today.

6267 Midnight Pass Road Unit 306, Sarasota

3329 Oakwood Boulevard S, Sarasota
$174,900
2 Beds ⋅ 2 Baths ⋅ Oakwood Manor SubDv. ⋅ 34237 Zip Code
OAKWOOD MANOR — WHERE FUN AND FRIENDSHIPS BEGIN! VALUE, LOCATION AND PRICED TO PERSONALIZE AND MAKE IT YOUR OWN!! 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 Built in 1976 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

2809 Swifton Drive Unit 4, 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

1548 Grand Boulevard Unit 109, 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

5830 Midnight Pass Road Unit 48, 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

3229 Beneva Road Unit 203, Sarasota
$179,000
2 Beds ⋅ 2 Baths ⋅ Village Brooke SubDv. ⋅ 34232 Zip Code
Virtually Staged. Experience the perfect blend of modern style, privacy, and Sarasota convenience in this beautifully renovated second-floor condo at Village Brooke Condominium. Ideally positioned with no upstairs neighbors, this move-in-ready residence offers exceptional privacy and peaceful living just 6 miles from the world-famous Siesta Key Beach. Completely renovated from top to bottom, this beautiful condo features new flooring, fully updated bathrooms, modern recessed lighting, and a designer kitchen showcasing brand-new cabinetry, quartz countertops, and new stainless steel appliances. Every detail has been thoughtfully upgraded to create a fresh, contemporary feel rarely found in Village Brooke. Enjoy true maintenance-free living with the condo association covering exterior maintenance, grounds maintenance, private roads, cable TV, water, and sewer. Residents also enjoy resort-style amenities including two community pools, tennis courts, and shuffleboard courts — all within a beautifully maintained, centrally located Sarasota community close to shopping, dining, downtown Sarasota, and Florida’s Gulf Coast beaches. Whether you’re searching for a full-time residence or winter retreat, this fully updated condo delivers style, convenience, and value in one of Sarasota’s most desirable locations.

3229 Beneva Road Unit 203, Sarasota

1792 Midlothian Street, Sarasota
$69,900
Tri-Par Estates SubDv. ⋅ 34234 Zip Code
Tri Par Estates - poplular land owner(deeded lots) community! This site is out of the flood zone(code X zone) and is 50 X 73 Lot Size. Tri-Par Estates is a 55+ community in which you own your home and the land. A park fee of $1,932.00 a year is part of the property taxes paid once a year when property taxes are paid; it includes includes Frontier internet, cable also trash pick up.. Tri Par offers a host of opportunity that includes; large pool, hot tub, mini golf, horse shoes, mini golf, sewing clubs, laundry facilities, fitness room, clubhouse, games of all kind and many other activities to enjoy. Just minutes to the airport and many other necessities nearby like hospitals, shopping, restaurants and more. Airplanes & jets do fly over Tri Par Estates(navigation easement). Contact Tri Par Estates office regarding building requirements & approvals! Tri Par is a state park & recreation development.

1792 Midlothian Street, Sarasota

5221 Beechmont Avenue, Sarasota
$159,500
2 Beds ⋅ 2 Baths ⋅ Tri-Par Estates SubDv. ⋅ 34234 Zip Code
Charming 2BR/2BA home with the rare benefit of private ensuite bedrooms. Freshly painted inside and out, this move-in-ready property features new luxury vinyl flooring, a new carport, and an 8x10 shed with washer, dryer, and water heater (12/25). The kitchen offers a movable island for flexible prep and entertaining space, while additional improvements include A/C replaced 7/25, newer plumbing, some newer windows, awnings, gutters, and blinds throughout. Enjoy fresh air year-round from the enclosed 9 x 14 porch. A wonderful opportunity to experience comfort, function, and value in one inviting home. 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.

5221 Beechmont Avenue, Sarasota

116 Vista Hermosa Circle Unit 204C, Sarasota
$575,000
2 Beds ⋅ 2 Baths ⋅ Vista Hermosa SubDv. ⋅ 34242 Zip Code
Welcome to Vista Hermosa! Full remodeled, 2-bedroom, 2-bathroom condo located directly across the street from the world-renowned Crescent Beach on Siesta Key. This second-floor unit (with elevator access) showcases an extensive list of high-end upgrades and thoughtful renovations that make it stand out above the rest. Step inside to find an impact-rated thermal glass door, porcelain tile in the bathrooms, fresh paint, flat ceilings, LED lighting, and luxury waterproof vinyl flooring throughout. The kitchen has been completely redesigned with solid wood, soft-close cabinetry, quartz countertops, a recessed black sink, designer switch plates, and a coordinated Samsung stainless steel appliance package. A center island with drawers offers added prep space and storage, while the commercial hood above the stove, sleek under-cabinet lighting, and modern fixtures complete the contemporary look. Both bathrooms have been remodeled with tiled showers, new vanities, updated fixtures, new Panasonic fans, and a Kohler toilet. Other improvements include new baseboards, upgraded outlets, partial new ductwork, a newer HVAC system , and three impact-rated windows. The bedrooms also feature elegant crown molding, adding a refined touch to these relaxing retreats. This condo makes for an ideal Siesta Key beach home with incredible accessibility to everything you could want including popular shops, restaurants, and the white sand shoreline just steps away. It’s also a fantastic investment opportunity, offering a worry-free experience with no storm damage, on-site management, and covered parking. Enjoy peace of mind, style, and a walkable coastal lifestyle in this beautifully finished condo in one of Siesta Key’s most desirable communities.

116 Vista Hermosa Circle Unit 204C, Sarasota

3221 Sumac Terrace, Sarasota
$179,900
2 Beds ⋅ 2 Baths ⋅ Oakwood Manor SubDv. ⋅ 34237 Zip Code
Welcome to Your Florida Lifestyle at Oakwood Manor AFFORDABLE SARASOTA PARADISE IN RESIDENT-OWNED COMMUNITY Live where every day feels like a vacation at Oakwood Manor — one of Sarasota’s most cherished resident-owned 55+ communities. Nestled within 90 beautifully landscaped acres inside the Sarasota city limits, Oakwood Manor offers the perfect blend of affordability, comfort, and active resort-style living — all for just $210/month HOA with no CDD or master association fees. This beautifully maintained 1976 home offers 2 bedrooms, 2 bathrooms, and 1,386 square feet of inviting living space. Being sold turnkey (excluding personal items), this home is truly move-in ready — just bring your suitcase and start enjoying the Florida sunshine. From the moment you arrive, you’ll appreciate the pride of ownership and meticulous care throughout. The bright and airy enclosed sunroom, wrapped in windows and filled with natural light, creates the perfect setting for morning coffee, afternoon reading, or gathering with friends. Inside, the spacious kitchen with abundant cabinetry flows effortlessly into the dining area, making entertaining easy and enjoyable. Both the kitchen and bathrooms have been tastefully updated, adding modern comfort while maintaining the home’s welcoming charm. Home Features & Recent Upgrades • Spacious 2-bedroom, 2-bath floor plan • Bright enclosed sunroom filled with natural light • Large kitchen with abundant cabinetry • Cooktop, wall oven, dishwasher, and refrigerator included • Updated kitchen and bathrooms • Newer windows throughout • A/C replaced in 2023 • Updated outdoor electrical service (2018) • PVC plumbing from home to street (2016) • Water heater less than 1 year old • Expanded shed featuring TWO air-conditioned rooms • Dedicated storage area • Laundry room with washer and dryer included • Decorative finished carport flooring Resort-Style Community Amenities Life at Oakwood Manor means there is always something to enjoy: • Heated swimming pool & oversized hot tub • Clubhouse with commercial kitchen & event stage • Fitness center • Library • Bocce ball & shuffleboard courts • Putt-putt golf • Active social calendar and friendly neighbors Love pickleball? You’re just a short bike ride from the Legacy Trail and its brand-new pickleball courts. Incredible Sarasota Location Enjoy being just minutes from everything that makes Sarasota special: • Downtown Sarasota • World-famous Siesta Key Beach • St. Armand's Circle shopping & dining • Sarasota-Bradenton International Airport • Nearby hospitals and medical facilities This spotless home is ideally located just steps from the clubhouse, making it easy to enjoy the community’s activities, events, and amenities. Please note: no pets, motorcycles, or RVs permitted. Whether you’re looking for a seasonal escape or a full-time Florida residence, this home offers the lifestyle you’ve been waiting for. Come discover why Oakwood Manor is one of Sarasota’s hidden gems.

3221 Sumac Terrace, Sarasota

6581 Approach Road Unit 63, Sarasota
$375,000
3 Beds ⋅ 2 Baths ⋅ Westwoods At Sunrise SubDv. ⋅ 34238 Zip Code
NEW PRICE!This beautifully maintained villa in Westwoods at Sunrise offers an exceptional combination of space, privacy, and convenience in one of Sarasota’s most established locations. From the moment you arrive, the mature landscaping, corner-unit positioning, and oversized two-car garage create the feel of a single-family home while still enjoying the ease of maintenance-free living.AC 2025! One of the standout features of this property is its immediate proximity to one of the heated community's pool, which is maintained at approximately 85 degrees year-round, along The clubhouse itself includes a full kitchen and gathering space, making it ideal for social events, entertaining, and community activities. Even more appealing, the association is self-managed with reasonable fees, Maintenance of roofs, exterior repairs, basic cable, and pest control. Residents are active 55+ community enjoy TWO heated pools, a pet-friendly atmosphere year-round calendar of fun events, clubhouse, and four premier pickleball courts that residents and friends actively play. Inside, the home offers nearly 1,850 square feet of living space with soaring ceilings, abundant natural light, and a flexible open floor plan. The spacious living room features a fireplace and flows naturally into the dining area and kitchen, while multiple screened and enclosed outdoor living spaces create seamless indoor-outdoor living. A large Florida room surrounded by windows provides additional versatile living space perfect for relaxing, entertaining, or enjoying peaceful green views. The kitchen is centrally located with stone countertops, breakfast bar seating, pantry storage, and solid wood cabinetry. The split-bedroom layout provides privacy, with the primary suite occupying the upper level complete with vaulted ceilings, en-suite bath, and walk-in closet. Guest accommodations on the first floor allow flexibility for visitors or multigenerational living. Outdoor living is another highlight, with multiple screened patio areas, balcony access, and lush landscaping surrounding the property. The oversized garage offers excellent storage and functionality rarely found in villa-style properties. Located just minutes from shopping, dining, Sarasota Memorial Care Center, golf, and Siesta Key Beach, this home also provides quick access to I-75 and all the cultural attractions Sarasota is known for. Schedule your private showing today and discover the comfort, convenience, and lifestyle this exceptional Sarasota villa has to offer before this opportunity is gone.

6581 Approach Road Unit 63, Sarasota

1215 S Portofino Drive Unit 406, Sarasota
$410,000
2 Beds ⋅ 2 Baths ⋅ Siesta Harbor SubDv. ⋅ 34242 Zip Code
AMAZING NEW PRICE! Escape the winter chill and claim your endless summer in the lowest-priced 2-bedroom, 2-bathroom condo in Siesta Harbor — a meticulously maintained, fully turn-key furnished gem perfect for anyone ready to embrace the relaxed Siesta Key lifestyle. This charming 4th-floor residence offers a peaceful harbor view with direct canal frontage, ideal for morning coffee on the balcony with a gentle waterfront breeze or quiet sunset dinners. Enjoy the convenience of a very inexpensive boat slip right here in the community — a rare and affordable perk for those who love leisurely days on the water. Step into a home that’s truly move-in ready. Lovingly cared for by the current owners, this turn-key furnished condo means you can leave the hassle of packing and decorating behind. Simply arrive with your suitcase and start living the Florida dream. Low HOA fees, worry-free maintenance, and the peace of mind that makes this an easy, low-stress choice. Siesta Harbor is an active 55+ community designed for the lifestyle you deserve. Enjoy deeded beach access via Crescent Arms, a fishing pier on the Intracoastal, a heated community pool, onsite management, and a full calendar of social activities with friendly neighbors. You’re just minutes from downtown Sarasota’s excellent restaurants, shops, medical facilities, and cultural attractions — everything you need is close at hand.This is more than a condo. It’s your opportunity to own an affordable slice of the laid-back tropical paradise on Siesta Key. Don’t miss this chance to lock in the lowest-priced 2/2 in the community at an amazing new price. Your endless summer is waiting.

1215 S Portofino Drive Unit 406, Sarasota

206 Hourglass Way Unit V10, Sarasota
$600,000
2 Beds ⋅ 2 Baths ⋅ Whispering Sands SubDv. ⋅ 34242 Zip Code
Welcome to your coastal retreat in the form of this secluded, 2 bed/2 bath freestanding villa with one car garage in the premiere GULF FRONT property of Whispering Sands. OFFERED FURNISHED. This surprisingly large, 1,462 square foot property has been UPDATED in 2025 with fresh paint, NEW crown molding & baseboards, NEW kitchen and updated baths. The exceptionally large living room allows for multiple seating groups, while a wall of floor to ceiling sliders – treated with beautiful shades - provides an abundance of natural light. Meal prep is easy in your bright NEW kitchen featuring white cabinetry, subway tile backsplash, granite counters, stainless Whirlpool appliances, recessed lighting, fandelier, & vinyl plank flooring. Three sets of new hurricane impact sliders open from the kitchen, dining room, and 2nd bedroom into your private fenced brick paver patio which offers valuable outdoor space for sunny relaxation or effortless entertaining. Both newly carpeted bedrooms feature an extended living space to accommodate a small seating group, desk, or exercise equipment. The bathrooms have been refreshed with NEW granite countertops, cabinets, vanities & fixtures. NEW 2026 stacked W/D in garage. 2019 HVAC. Recent enhancements include exterior pressure washing and villa painting in February 2026. Newly updated brick paver driveway. New landscaping is being planned by the HOA starting in 2026. Whispering Sands is a premiere 55+ Gulf front property ideally located next to the colorful boutiques and dining options of Siesta Key Village, and offers 800’ of PRIVATE beach, 2 heated pools, new beachside Tiki Hut, grills, shuffleboard, canoe/kayak storage, security, & onsite management. The clubhouse is scheduled to be remodeled in 2026 and when completed will include fitness rooms, catering kitchen, and an elegant and comfortable space for social gatherings. Seller is willing to include 3 year new Kia SUV automobile with acceptable offer. Your coastal retreat awaits!

206 Hourglass Way Unit V10, Sarasota

6006 Midnight Pass Road Unit 48, Sarasota
$325,000
1 Baths ⋅ Casa Mar SubDv. ⋅ 34242 Zip Code
PRICE IMPROVEMENT! Private Beach Access and exceptional value on Siesta Key! Rare opportunity to own in highly desirable Casa Mar and create your own island retreat with outstanding value-add potential. This studio unit presents one of the most compelling opportunities to own on Siesta Key. The unit already features updated lower kitchen cabinetry, quartz countertops, and a stainless-steel sink, providing an excellent foundation for customization. Ready for a new owner to install appliances and replace the A/C, the unit is priced accordingly and offers tremendous potential for investors, seasonal residents, or buyers seeking an affordable entry into one of Florida's most sought-after beach communities. Ideally situated within the community, this premium location places the pool directly behind the unit and provides convenient access to the private beach path leading to Siesta Key's world-famous powdery quartz sand beaches and stunning Gulf waters. Spend your days enjoying the sunshine, taking peaceful walks along the shoreline, and ending each evening with breathtaking Gulf Coast sunsets just steps from your door. Casa Mar permits weekly rentals, creating excellent income-producing potential and flexibility for owners. The condominium association fee includes cable, internet, water, sewer, building insurance, exterior maintenance, and grounds care, making ownership simple and convenient. Whether you're searching for an investment property, vacation getaway, or future beachside escape, this is an opportunity to secure a piece of Siesta Key at an attractive price point. Private beach access, weekly rentals, and endless possibilities.

6006 Midnight Pass Road Unit 48, Sarasota

4833 Boca Raton Avenue, Sarasota
$74,900
2 Beds ⋅ 1 Baths ⋅ Tri-Par Estates SubDv. ⋅ 34234 Zip Code
This property features two bedrooms and one bathroom, encompassing 672 square feet, with an additional 136-square-foot air-conditioned bonus room. The home presents an excellent opportunity for renovation to suit personal preferences or as a potential income-generating investment. While the interior is dated, it offers considerable creative possibilities. Key upgrades include a TPO roof and several updated windows. There is also an extra-long carport for added convenience. 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.

4833 Boca Raton Avenue, Sarasota

9610 Club South Circle Unit # 4207, Sarasota
$279,900
2 Beds ⋅ 2 Baths ⋅ Stoneybrook Golf & Country Club SubDv. ⋅ 34238 Zip Code
Stoneybrook Golf & Country Club is one of the area’s most popular private clubs. Residents of Clubside South can take advantage of their own tennis and pickle ball courts, swimming pool & outdoor kitchen area, along with a carport and storage unit for each condo. Membership in the Country Club is mandatory and provides an exceptional dining experience; full-service cocktail lounge; heated pool & spa, tennis, pickle ball, fitness center, bocce ball, putting greens, driving range, pro shop and the beautifully re-designed 18-hole championship golf course. There’s a full calendar of social activities such as MahJongg, bridge, yoga, line dancing all year round. This 2BR condo is on the second floor, adjacent to the elevator. Nicely updated, it will be sold turnkey-furnished, clean & ready for quick occupancy. Conveniently located just a few miles from the arts, culture and dining in downtown Sarasota, and minutes away from the white sands of world-famous Siesta Key Beach. It’s the perfect spot for vacations, or full-time resort living. A flexible leasing policy also makes it a good investment opportunity.

9610 Club South Circle Unit # 4207, Sarasota

3221 Sweet Gum Terrace, Sarasota
$175,000
2 Beds ⋅ 2 Baths ⋅ Oakwood Manor SubDv. ⋅ 34237 Zip Code
Great buying opportunity offered with this home in popular Oakwood Manor. The interior has a fresh new appearance as there have been several updates completed in recent year! Updates include kitchen, bathrooms, vinyl plank flooring, flooring underlayment, paint, window coverings! Also appliances - Refrigerator, stove, microwave, dishwasher, disposal, washer, dryer! Everything stays except personal items, desk in great room, filing cabinet & exercise bike! Open floor plan with kitchen island perfectly located complimenting the open floor plan. New carport & sewer line leading to the main line! Oakwood Manor has plenty of opportuities for use; club house, pool, hot tub, put-put, fitness room, large hall offering activities of all kinds - includes a stage, library, kitchen, social events of all kinds & more! This is a gated community! Located within Sarasota city limits which makes easy access to about anything you may want to do outside the park! This a 55+ park, no pets or motorcyles allowed. This is a beautiful home at a good price! Closing & Possession to be April 1, 2027 or after!

3221 Sweet Gum Terrace, Sarasota

3226 Sweet Gum Terrace, Sarasota
$142,900
2 Beds ⋅ 2 Baths ⋅ Oakwood Manor SubDv. ⋅ 34237 Zip Code
OAKWOOD MANOR — WHERE FUN AND FRIENDSHIP HAPPEN TURNKEY, UPDATED AND STEP FROM THE CLUBHOUSE Welcome to Oakwood Manor, a sought-after 55+ resident-owned community in the heart of Sarasota. Spanning 90 beautifully maintained acres, this vibrant neighborhood offers true resort-style living at an incredibly affordable $210/month. Enjoy a full lineup of amenities including a welcoming clubhouse with commercial kitchen and stage, fitness center, library, heated pool, hot tub, bocce ball, shuffleboard, and putt-putt golf. Love pickleball? You’re just a short bike ride to the Legacy Trail with brand-new courts. (Please note: no pets, motorcycles, or RVs permitted.) This meticulously maintained 2-bedroom, 2-bath home is being sold turnkey—just bring your suitcase and start enjoying the Florida lifestyle. Step inside to a bright, sun-filled living room surrounded by windows—perfect for morning coffee or relaxing afternoons. The spacious kitchen offers abundant cabinetry and flows seamlessly into the dining area, ideal for entertaining. It comes fully equipped with stove, microwave, refrigerator, plus a washer and dryer conveniently located just steps away. **Recent updates and features include: *New Vinyl Wood flooring throughout 2023 *Updated subflooring *Roof repairs (2024) *Hurricane straps on home and carport *AC with annual service contract *Tastefully updated guest bath **Located just steps from the clubhouse, you’ll have easy access to all community activities and social events. Prime Sarasota Location: Minutes to downtown, Siesta Key Beach, St. Armand's Circle, shopping, Sarasota-Bradenton International Airport, and top medical facilities. **Move-in ready, spotless, and truly maintenance-free—this home is a must-see!

3226 Sweet Gum Terrace, Sarasota

254 Southwinds Drive, Sarasota
$139,000
2 Beds ⋅ 2 Baths ⋅ South Winds Mobile Home Park Co-Op SubDv. ⋅ 34231 Zip Code
Living the Easy Life is RIGHT HERE at 254 Southwinds Dr, in desirable South Winds Mobile Home Park Co-Op! Just a few ( 5 ) minutes to Siesta Key! The amenities in this charming 55t community include a Clubhouse and Cpmmunity Pool, with plenty of activies to enjoy!! South Winds Mobile Home Park Co-Op has an on site office and manager. HOA fee also includes Lawn Care, Cable TV, Water - YES all this and more for a low monthly HOA fee of $195. This sweet mobile home is a 2 bedroom, 2 bath with central AC just 3 years old, an eat in kitchen, plus a living room/dining room combo. Being sold furnished. OF course the residents here are so happy and friendly - with everything this lovingly cared for Co-Op community offers - it is truly a model of how Mobile Home Parks should look and be managed!

254 Southwinds Drive, Sarasota

225 Hourglass Way Unit 106, Sarasota
$500,000
2 Beds ⋅ 2 Baths ⋅ Whispering Sands SubDv. ⋅ 34242 Zip Code
Virtually Staged. Step into your own island retreat with this rare END unit in the highly sought after GULF FRONT property of Whispering Sands! Perfectly positioned with a full length screened & glassed lanai overlooking the picturesque lagoon and lush tropical landscaping, this residence captures a peaceful, serene setting with a touch of everyday luxury. Thoughtfully updated and designed for effortless living, the OPEN CONCEPT floor plan features non-slip porcelain tile placed on the diagonal, skip trowel ceiling, and a spacious light-filled living space with an additional, sunny, west facing window. The nicely RENOVATED kitchen is a standout, offering granite countertops, colorful tile backsplash, a 9’ breakfast bar, white soft-close cabinetry, and a suite of GE, Whirlpool, Frigidaire, and LG appliances, all enhanced by overhead recessed, dimmable LED lighting. The cabinetry and granite extend into the entire length of the dining area, creating additional storage and an elegant serving space ideal for entertaining. The original interior living room sliders have been removed to seamlessly incorporate the lanai, transforming it into a sun-drenched sunroom that expands your cooled living space and invites the outdoors in. Just outside, a small brick paver patio off the sunroom offers the perfect spot for grilling, sunning, or unwinding after a day at the beach. Both bathrooms in this unit have been tastefully updated with NEW vanities, fixtures, and cabinetry. Additional highlights include a complete set of 2016 hurricane impact sunroom sliders and 2025 water heater. At Whispering Sands, every day feels like a vacation—with 800’ of PRIVATE beach, two heated pools with new travertine tile decks, clubhouse – currently undergoing a complete remodel which will include a catering kitchen and fitness rooms – beachside Tiki Hut, grills, and canoe/kayak storage - all just a short stroll to the vibrant shops and dining options of Siesta Key Village. Your island getaway awaits!

225 Hourglass Way Unit 106, Sarasota

3319 Overcup Oak Terrace, Sarasota
$199,500
2 Beds ⋅ 2 Baths ⋅ Oakwood Manor SubDv. ⋅ 34237 Zip Code
Big Price Adjustment made to allow for upgrades. This home combines convenience and style in a welcoming well-maintained and vibrant gated community. ABOUT THE HOME: This beautifully designed 2008 Manufactured home has 1,278 sf of living space and an ideal layout with the 2-bedroom 2 bath split floor plan offering both privacy and comfort, featuring a spacious living room with high ceilings and windows, perfect for relaxing or entertaining. The home includes a formal dining area with an oval dining set and a large kitchen with ample cabinets and a tile backsplash, pantry, refrigerator, stove, dishwasher and garbage disposal, complemented by a cozy breakfast dinette with a round table and seating for 4, a mounted flat screen TV and a sliding glass door leading to the carport—an ideal space for casual dining, games or working a puzzle. Just off the breakfast dinette are the full sized washer and dryer housed in a laundry closet. The large primary suite serves as a private retreat with a king bed, chest drawers, desk and walk in closet. This space is complete with an expansive en suite bathroom featuring dual sinks, a walk-in shower and WC nook. Sky lights in both bathrooms provide natural lighting. The large carport is roomy enough for 2 vehicles and/or an outdoor covered living area. The shed provides extra storage space. Home is partially furnished. Shingle roof replaced 1/2024 - Drywall in Living, Dining, and both Bedrooms ABOUT THE COMMUNITY: Oakwood Manor is located in the ONLY Resident Owned Park in the City limits of Sarasota!! The gated 90 acre community boasts a low maintenance fee of $210/month - affording a big "bang for your buck" with its vast amenities, starting with the spacious Clubhouse outfitted with a full commercial cook kitchen, event stage, audio/visual, dance floor, state of the art fitness room, activities hall, library with books/movies/puzzles and a pool table. Outside recreation includes an extra large heated pool with a handicap ramp, a spacious kidney shaped hot tub, ample umbrella tables and lounge chairs and updated shower rooms. Oak trees shade the beautiful park area, picnic tables and a community grill. Additional amenities to enjoy are the community shuffle board courts, putt putt course, bocce ball, ping pong and corn hole. Please note that Oakwood is a 55+, no pet, no motorcycle Park. AREA INTEREST: Oakwood Manor is a vibrant community with numerous social events and activities. It is conveniently located adjacent to Legacy Trail and 12 newer pickle ball courts. Just a short drive to our crystal sand beaches, downtown area, the marina, fishing pier, local golf courses, shopping, variety of restaurants, the museum, SRQ airport, SMH and Doctors hospitals.

3319 Overcup Oak Terrace, Sarasota

3405 Tallywood Lane Unit 7130, Sarasota
$235,000
2 Beds ⋅ 2 Baths ⋅ Tallywood Condos SubDv. ⋅ 34237 Zip Code
Experience the ultimate blend of comfort and tranquility in Tallywood, a beautifully maintained 55+ villa community nestled in a prime Sarasota location. This inviting residence features a private, screened front door with a courtyard perfect for grilling or soaking up the Florida sunshine. Inside, the open floor plan seamlessly connects the kitchen to both living areas, creating an ideal layout for entertaining guests. The rear great room has been thoughtfully enlarged to incorporate the original lanai, offering additional square footage and serene views of the lush, park-like landscaping. A spacious primary suite serves as a true retreat with an expansive walk-in closet, while the unit includes a covered one-car carport with a dedicated storage cabinet. Residents enjoy resort-style amenities including a clubhouse, screened pool, shuffleboard, and fitness center, all situated just minutes from downtown Sarasota, world-class Gulf beaches, UTC Mall, and I-75. Discover the maintenance-free lifestyle you deserve and schedule your private tour of this Tallywood gem today

3405 Tallywood Lane Unit 7130, Sarasota

2282 Piazza Drive Unit 117, Sarasota
$159,900
2 Beds ⋅ 2 Baths ⋅ Venetian Estates SubDv. ⋅ 34238 Zip Code
This charming two-bedroom, two-bathroom home is situated on a corner lot within the desirable 55+ community of Venetian Park Estates in Sarasota, Florida. This community offers a resort-style living experience with friendly neighbors, creating an atmosphere reminiscent of a vacation. Upon entering, the home features newly installed subfloors and elegant laminate flooring throughout. Upgrades include enhanced plumbing and electrical systems, as well as a new washer, dishwasher, and water heater. The interior walls have been finished with sheetrock. New roof installed 6 years ago, with transferable warranty. Enjoy serene mornings in the four-season Florida Room, which boasts comfortable furnishings. Venetian Park Estates is dedicated to recreation and relaxation, with amenities such as a community pool and spa, shuffleboard courts, and a clubhouse offering a variety of activities from Bingo, to poolside parties with entertainment. Call today for a look at your new home in paradise!

2282 Piazza Drive Unit 117, Sarasota

1845 Vera Place Unit 29, Sarasota
$220,000
2 Beds ⋅ 2 Baths ⋅ Strathmore Villa SubDv. ⋅ 34235 Zip Code
Ready for the new owners to move in. The private foyer leads into the living room, which has been updated with tile flooring. Turnkey furnishings will make your new Florida nest easy to enjoy. The updated kitchen with granite counters and wood cabinets is light and bright. It's open to the dining room, which has lots of windows to let in the light! It also has a door to the side patio, which makes it very convenient to dine al fresco! There's space for tables and chairs and umbrellas, as well as your grill. The bedrooms each have their own bathroom for the convenience or owners and guests. The updating and the walk-in closet on the primary bedroom will allow you to be organized quickly. A linen closet in the hallway is accessible to both bedrooms. There is a sperate laundry room with extra storage space. The carport serves as a spot to meet and greet your neighbors in addition to keeping your car shaded. This is very friendly and active over-55 community. The monthly calendar shows planned activities almost every day. The heated community pool has lots of deck space, tables and chairs for friendly card games around pool. The clubhouse has a full kitchen, providing great space for parties and meeting. There's a library wall and puzzle table, as well as space for meeting the manager to discuss future plans.

1845 Vera Place Unit 29, Sarasota

2713 Riverbluff Court Unit V101, Sarasota
$265,000
2 Beds ⋅ 2 Baths ⋅ Strathmore Riverside SubDv. ⋅ 34231 Zip Code
Welcome to Strathmore Riverside-perfectly positioned in the heart of Sarasota, where fun and an active lifestyle meet coastal charm! Step inside this stunning villa, fully remodeled from top to bottom with great attention to detail. The open-concept floor plan has been thoughtfully redesigned to include expanded closet space in the primary suite and a beautifully updated, more spacious bathroom. The kitchen now overlooks the living area with walls removed to create a bright, airy space that’s perfect for both relaxing and entertaining. The many updated features include hurricane impact windows, handsome Brazilian teak wood floors throughout, new 5" baseboards, new interior paint, solid-core doors, skip-troweled ceilings, new door hardware, lighting, receptacles & switches, and crown molding throughout. The kitchen has been completely opened up and features a kitchen island in an offsetting color, granite tops, neutral raised-panel cabinetry, and brand-new stainless appliances. Behind the scenes, this villa has been replumbed and new A/C ductwork installed. There is a one-car carport and a large outside laundry room/workshop. The location in this 'Over-55' community of 336 villas is only a very short walk away from the community center with clubhouse, heated/cooled swimming pool to an average of 85 degrees year-round, billiards, exercise room, and boat docks. There are so many organized social outings and gatherings to keep you happy, engaged, and busy! This well-run community is 2.5 miles to a Siesta beach access, 4.5 miles to downtown Sarasota, and is conveniently surrounded by walkable restaurants, grocery, shopping, and so much more. This location has it all and this villa will absolutely not disappoint. Stop by today.

2713 Riverbluff Court Unit V101, Sarasota

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