Refine Search
Map
Sort by
$995,000
3 Beds ⋅ 4 Baths ⋅ Emerald Lndg/Waterside SubDv. ⋅ 34240 Zip Code
Seller offering Buyer incentives for closing costs/rate buy down with competitive offer! Rare Opportunity to own in this prime location offering unobstructed water views of Kingfisher Lake and directly across from your resort style amenities in vibrant and active Waterside Place. This immaculate 2024 David Weekley Rainwater model, tri-level townhome, provides luxurious modern living in the heart of Emerald Landing. Fully furnished with chic designer furnishings crafted to perfectly showcase each living space. Plenty of natural light throughout this East facing townhome allows you to enjoy morning sunrises on your pavered private balcony overlooking the peaceful water views. Chef's kitchen boasts focal point 10ft center island for entertaining with Quartz countertops, two-tone custom cabinets, Kitchen Aid stainless steel appliances including GAS cooktop and built-in wall ovens, wine refrigerator, mosaic backsplash, and 42" cabinetry providing ample storage along with your desired closet pantry. Powder room off main living space for guests. Each bedroom boasts its own private ensuite bath and walk-in closets for storage. Relax and enjoy the tranquil water views in your third floor Primary bedroom featuring trey ceiling and huge dream separate walk-in closets fit for any fashionista! Spa-like Primary ensuite bath offers double shower heads including Rainfall, dual Quartz sink vanity, private water closet, and linen storage. Third floor laundry room provides ease and convenience. Energy efficient updates include high impact hurricane windows for peace of mind, tankless Gas water heater, and Ecowater softener system. The oversized attached 2 car garage provides extra storage space and versatility. Spend more time enjoying the Waterside lifestyle with maintenance free living that includes all your exterior landscaping, irrigation and exterior maintenance. Emerald Landing offers resort style amenities such as heated lap pool, clubhouse for social activities, pickleball courts, fire pits, dog park, playground, and kayak launch onto Kingfisher Lake. Live the exciting Waterside lifestyle by taking the water taxi that departs directly across from your front door at the community dock to Waterside Place—home to the Waterside Place farmers market, various restaurants and dining options, shopping, volleyball, splash pad, and plenty of fitness and social activities including live music for all ages to enjoy!

1528 Skysail Lane, Sarasota
$145,900
2 Beds ⋅ 2 Baths ⋅ Oakwood Manor SubDv. ⋅ 34237 Zip Code
OAKWOOD MANOR — WHERE FUN AND FRIENDSHIP HAPPEN TURNKEY SARASOTA RETREAT IN ONE OF THE AREA’S BEST-VALUE 55+ COMMUNITIES Don’t miss this beautifully maintained 2-bedroom, 2-bath turnkey home offering 1,056 sq. ft. of comfortable living space in Oakwood Manor, a highly desirable resident-owned 55+ community located in the heart of Sarasota. Whether you’re searching for the perfect winter getaway or a full-time Florida residence, this move-in-ready home offers comfort, convenience, and exceptional value—all with an affordable $210/month HOA fee. Set within 90 beautifully maintained acres, Oakwood Manor is known for its friendly atmosphere, active lifestyle, and resort-style amenities. Residents enjoy a welcoming clubhouse with commercial kitchen and stage, fitness center, library, heated pool, hot tub, bocce ball, shuffleboard, and putt-putt golf. Pickleball lovers will appreciate being just a short bike ride from the Legacy Trail and its brand-new pickleball courts. (Please note: no pets, motorcycles, or RVs permitted.) Inside the home, pride of ownership is evident throughout. The bright and cheerful living room is filled with natural light from surrounding windows, creating a warm and inviting space to relax and unwind. The spacious kitchen offers abundant cabinetry and opens nicely to the dining area, making it ideal for both everyday living and entertaining. The home is being sold turnkey, so you can simply bring your suitcase and start enjoying the Florida lifestyle from day one. Both bathrooms have been tastefully updated, and the interior color palette perfectly complements the relaxed coastal feel of the home. This property has been lovingly maintained and truly needs nothing—just move right in and enjoy. Recent updates include: New flooring (2016) Fresh interior paint Roof coating (2025) New carport (2025) New blinds throughout New front awnings One of the standout features of this home is the private backyard with no neighbors behind, offering a peaceful setting to enjoy the outdoors. You’ll also love being just steps from the clubhouse, making it easy to take advantage of all the social events and community activities Oakwood Manor offers. Location is everything, and Oakwood Manor delivers. Conveniently located close to downtown Sarasota, Siesta Key Beach, St. Armand's Circle, shopping, dining, Sarasota-Bradenton International Airport, and local hospitals, this community combines an unbeatable Sarasota location with low-maintenance living and outstanding value. Homes in Oakwood Manor that are this clean, turnkey, and well-located don’t come along often—schedule your showing today and come see why so many love calling this community home.

3383 Oakwood Boulevard N, Sarasota
$145,000
2 Beds ⋅ 2 Baths ⋅ Tri-Par Estates SubDv. ⋅ 34234 Zip Code
Tri-Par Estates is a Recreation Development and State Park. YOU OWN THE LAND UNDER YOUR HOME. HUGE SIDE YARD FOR MAXIMUMN PRIVACY. 2 bedrooms; 1.5 bathrooms. Floor covering = carpet and laminate. New hot water tank. Washer & Dryer. Work/storage shed. Secure roof. Double-Strength Tie-Downs. You will really like the large bedrooms and the open floor plan, large kitchen next to the dining area. TRI-PAR has for you: Huge heated or cooled pool. + Spa + Fitness center. + Parties + Dances + Clubs, etc. For only $1,648 per year ($137.33/per month) (billed yearly with your tax bill) you’ll receive Garbage Collection, Internet, Road and Pool maintenance and much more. Lovely beaches, UTC Mall, houses of worship and much more are within easy drive. Better arrange a showing ASAP. Don’t get caught in the bidding war ! ! !

1781 Olympia Fields Street, Sarasota
$239,900
2 Beds ⋅ 2 Baths ⋅ Tri-Par Estates SubDv. ⋅ 34234 Zip Code
Welcome to 4906 Sea Island Ave, a beautifully updated 2-bedroom, 2-bath home in Tri-Par Estates, Sarasota's premier land-owned 55+ community. This move-in-ready residence offers the perfect blend of comfort, convenience, and Florida lifestyle living. Inside, you'll find modern laminate flooring, fresh interior paint, a bright, open-concept living & dining area ideal for everyday living. The spacious kitchen features solid wood cabinetry, generous counter space, & ample storage. The primary bedroom includes three floor-to-ceiling closets with built-in shelving, while the second bedroom offers two additional closets, providing exceptional storage throughout the home. Energy-efficient double-pane windows & upgraded wall insulation help keep utility costs low and maintain year-round comfort. Outside, enjoy relaxing on the covered patio beneath the carport or take advantage of the attached laundry and storage room. Durable vinyl siding and a long-lasting rubber membrane roof provide added peace of mind. Pet lovers will appreciate the private dog run, making this home a rare find within the community. Tri-Par Estates offers an outstanding array of resort-style amenities, including a heated pool and spa, fitness center, shuffleboard courts, clubhouse, RV & boat storage, and a full calendar of social activities. Best of all, the low HOA fee is conveniently included in your annual property tax bill. Ideally located minutes from Sarasota's world-famous Gulf beaches, vibrant downtown district, theaters, museums, shopping, dining, & entertainment venues, this home offers an exceptional opportunity to enjoy the very best of Florida's Gulf Coast lifestyle. RECENT UPGRADES: • Received warranty from prior owner for termite tenting; annual warranty maintenance fee approx $202. • Added ramp & 6' x 12' deck to the south-facing front entrance. • Installed additional shelving in storage shed. • Roof resealed for added weather protection; excess sealant stored in shed with approximately 10-year expected lifespan. • Installed white privacy fence creating a private dog run. • Installed new 36-inch front entry door meeting handicap accessibility standards; all three exterior doors are accessible. • Water conditioning system with reverse osmosis serving kitchen sink and refrigerator/ice maker; added remineralizer filter, UV light system, and new refrigerator water tubing (2023). • Upgraded whole-house electrical breaker panel and completed electrical inspection to current code standards (2023). • Installed new hot water heater (2025). • Replaced kitchen range/stove (2026). • Replaced secondary refrigerator (2026). • Completed plumbing inspection; all systems functional (2026). • Installed top-of-the-line TRANE HVAC system with UV filtration system to reduce mold and mildew (2026). • Installed new flooring in both bedrooms, including closets. • Replaced shower heads in both bathrooms. • Installed three wall-mounted smart TVs (2022-2024). • Replaced kitchen flooring and completed subfloor repairs (2023). • Replaced HVAC ductwork throughout the home (2023). • Replaced plumbing piping in conjunction with ductwork improvements (2023). • Installed new under-home moisture barrier (2023). • Improved under-home access with service openings for future inspections; enclosed underside with lattice and wire barrier to deter animals (2023). • Renovated carport to meet code requirements (2025). • Repainted and resealed driveway (2026).

4906 Sea Island Avenue, Sarasota
$9,700,000
Saint Armands Div John Ringling Estates SubDv. ⋅ 34236 Zip Code
Rare Mixed-Use Investment & Redevelopment Opportunity Unique in its kind and virtually impossible to replicate, this prominent 10,000 SF mixed-use commercial asset is located within the one and only St. Armands Key district, one of the most exclusive and supply-constrained retail and dining destinations on Florida’s Gulf Coast. Positioned on a highly visible corner lot with three street frontages, the property combines stabilized income with exceptional long-term redevelopment potential. The ground floor is currently leased to an operating restaurant under a five-year lease commenced August 2025, providing immediate income to the new owner. The second floor offers flexible office, hospitality, or repositioning opportunities. Constructed of reinforced concrete, steel, and glass, the structure was originally engineered to support vertical expansion. The city has already approved one additional 5,000 SF level, with potential for further expansion subject to review and approval. ? Investment Highlights 10,000 SF two-story commercial building Corner property with three street frontages Stabilized income component Flexible second-floor configuration Approved vertical expansion Air rights / redevelopment upside Reinforced concrete and steel construction Rare St. Armands Key location Hurricane-resilient structure Rear loading and unloading area Direct owner offering Air Rights & Vertical Expansion The current building height is approximately 22 feet. The city has already approved one additional 5,000 SF level, and the structure was originally engineered to support up to six stories, subject to future review and approval. This creates a rare opportunity for long-term redevelopment and value creation in one of Sarasota’s most desirable island markets.

40 S Blvd Of The Presidents, Sarasota
$195,000
2 Beds ⋅ 2 Baths ⋅ Oakwood Manor SubDv. ⋅ 34237 Zip Code
Welcome to Oakwood Manor, Sarasota's premier gated 55+ resident-owned community, offering an active resort-style lifestyle within the city limits of Sarasota. With owned lots (no land lease), low monthly fees, outstanding amenities, and beautifully maintained grounds, Oakwood Manor is one of the area's most desirable communities.This immaculate, move-in-ready home offers 1056 square ft of comfortable air-conditioned living space and is ideally situated on an oversized corner lot just a short stroll from the clubhouse and pool amenities. The thoughtfully designed floor plan features 2 bedrooms, 2 bathrooms, a spacious living area, and a beautifully remodeled kitchen complete with an island and open dining space. The open-concept design flows seamlessly into an oversized bonus room through sliding glass doors, creating the perfect setting for entertaining family and friends.Recent updates include attractive luxury laminate plank flooring throughout the main living areas and bedrooms, adding both style and durability. Outside, you'll find an extended driveway offering tandem parking, plus a large storage shed off the carport that's ideal for holiday decorations, tools, and additional belongings.  The storage shed houses the washer and dryer, along with a convenient utility sink for outdoor projects and cleanup. The home is offered fully furnished (optional), providing a truly turnkey opportunity for its next owner.Oakwood Manor's exceptional amenities center around a spacious clubhouse featuring a commercial-grade kitchen, event stage, audio/visual equipment, dance floor, state-of-the-art fitness center, activities hall, library, movie and puzzle collection, and billiards room. Outdoor amenities include a large heated swimming pool with handicap-accessible ramp, a spacious kidney-shaped hot tub, ample lounge seating, umbrella tables, and updated shower facilities.Residents also enjoy beautifully shaded park areas beneath mature oak trees, picnic pavilions, community grills, a putting green, bocce ball, ping pong, cornhole, and a full calendar of social events and activities. The community is conveniently located adjacent to the Legacy Trail and 12 newer pickleball courts.Just minutes away are Sarasota's world-famous quartz sand beaches, including Siesta Key and Lido Key, as well as downtown Sarasota, marinas, fishing piers, golf courses, shopping, dining, cultural attractions, museums, the opera, Sarasota-Bradenton International Airport, UTC Mall, and Nathan Benderson Park.Don't miss this opportunity to enjoy affordable resort-style living in one of Sarasota's most sought-after resident-owned communities.

3318 Shingle Oak Terrace, Sarasota
$158,999
1 Beds ⋅ 1 Baths ⋅ Tri-Par Estates SubDv. ⋅ 34234 Zip Code
SELLER FINANCING AVAILABLE / LEASE OPTIONS AVAILABLE $1900 MO / Completely remodeled 1-bedroom, 1-bathroom mobile home nestled in a lively 55+ community. Even better you own the land, not lot rent here. This beauty's had a head-to-toe makeover with all the modern flair you’ve been dreaming of. Picture yourself soaking up the breeze on a spacious screened-in patio. Whether it’s your cozy nest or your beach escape, this place is calling your name. Forget about monthly HOA fees because they’re wrapped up in your property tax. This community comes stocked with lots of great amenities from a community pool, bot tub, shuffleboard, and pickleball courts. Make sure to check out the clubhouse that offers a calendar of activities. Cable and trash service included. Location is everything! You’re just a hop, skip, and a jump from the Sarasota/Bradenton International Airport, with shopping, dining, hospitals, parks, and speedy access to I-75 right at your fingertips. Plus, you’re nearby the stunning beaches, and the lively downtown Sarasota and St. Armands Circle. Experience the peace and community vibes here—it’s a spot you’ll love to call home!

5141 Oakland Hills Avenue, Sarasota