Displaying: For Sale
Location: Sarasota
Property Type(s): Single Family
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Sarasota - 1733 properties found
4865 GREYWOOD LN, SARASOTA, FL 34235
$479,00018 Days on yellowkey MLS ID: A4690279
1 Days Off yellowkey (back on 4/24/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1911 Built: 1979 Tax: $2,543 (2025)Community: Meadows TheSpa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,543
Elementary School: Gocio Elementary
High School: Booker High
Tax Year: 2025
Middle School: Booker Middle
Remarks: Welcome to your slice of Florida paradise! Very well maintained 3/2 Solar heated pool home - the perfect blend of comfort, style and Florida living. Spacious, flowing and bright Mexican tile throughout living area with luxury tile vinyl plank in bedrooms. Caged pool area with great covered area for entertaining and separate patio off master bedroom****awaken to fresh air, sunshine coffee and positive thoughts and energy. Close to shopping, dining and entertainment. You won't want to leave! This community is an oasis with all the modern conveniences and just outside its boundaries. Come take a look for yourself! New Roof 2024, New A/C 2023, Water Heater 2021, Dishwasher 2024, Washer/Dryer 2020. Mexican tile throughout living areas, LVP in bedrooms, popcorn removed. Kitchen: White Tiled countertops with blue tile bullnok, white raised panel cabinets, ceiling lighting taken out. Microwave/Range/Fridge/Dishwasher - white and 2 white bowl sink w disposal. Master - 2 closets his/hers walk-in 16 X 14. 10 X 6 dressing area. Separate Tub/Separate Shower with glass doors. 13 X 8 Private Mexican tiled outdoor sitting area. Laundry 11 x 6., Bedroom two, 13 x 11, Bedroom 3 11 x 11 walk-in closet bookshelf. Family Room, 22 x 12, living room 19 x 12, dining room 11 x 10 Spacious 12 x 17 entry foyer, bright double glass door entry. 25 x 11 covered lanai, 30 x 16 pool - solar heated.
Listing is courtesy of: REALTY SERVICES INC (941-954-4443)
Listing Agent: Kenneth Cowles (941-954-4443)
10193 MORNING MIST LN, SARASOTA, FL 34241
$1,229,00026 Days on yellowkey MLS ID: A4681752
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3096 Built: 2022Monthly Fee: $453 Tax: $10,740 (2025)Community: Skye Ranch Nbrhd Four NorthSpa: YesSingle Family
Taxes:$10,740
Elementary School: None
High School: None
Middle School: None
Remarks: Rare Triple-Preserve Palazzio | Sunset Views + Private Pool Home in Esplanade at Skye Ranch One of the most private and desirable homesites in Esplanade at Skye Ranch, this upgraded Palazzio offers preserve views on three sides with breathtaking western sunset exposure over preserve and pond. With no homes in front, beside, or behind, this rare triple-preserve setting delivers unmatched privacy and natural beauty. Spanning over 3,095 square feet, this thoughtfully designed residence features a highly sought-after three-way split floor plan with 3 bedrooms, 3 full baths, a private study with glass French doors, and an oversized tandem 2-car garage with extended driveway for extra parking room. Elegant interior finishes include 10-foot ceilings, 8-foot solid core doors (including pocket doors), crown molding, tray ceilings, and engineered hardwood flooring throughout the main living areas, with upgraded tile in all bathrooms and no carpet. The gourmet chef’s kitchen is the centerpiece of the home, showcasing GE Monogram stainless steel appliances, a professional 6-burner gas cooktop with custom vent hood, pot filler, built-in double ovens, oversized quartz island with seating, farmhouse sink overlooking the preserve, wine refrigerator with dry bar, soft-close cabinetry, pull-outs, and a walk-in pantry with upgraded wood shelving. The open-concept design flows seamlessly into the great room and dining area, all positioned to maximize expansive preserve and water views. The private owner’s suite offers a tranquil retreat with tray ceiling, crown molding, designer lighting, large picture windows, and direct access to the lanai. The spa-inspired primary bath features dual vanities, an oversized walk-in glass shower with floor-to-ceiling tile, and premium finishes throughout. Step outside to a resort-style backyard oasis where indoor and outdoor living come together. The screened lanai includes a custom pool with sun shelf and water features including spa, expansive covered seating and dining areas, a fully equipped outdoor kitchen, and panoramic preserve and pond views—all with western rear exposure for stunning sunsets and no rear neighbors. What truly sets this home apart is the triple-preserve homesite: - Preserve views in front - Preserve along the side - Preserve and pond behind - No homes directly in front, beside, or behind. Residents of Esplanade at Skye Ranch enjoy resort-style amenities including a clubhouse with Bahama Bar, resort pool, fitness center, tennis and pickleball courts, walking trails, and a full calendar of social events. Conveniently located near top-rated schools, shopping, dining, and Sarasota’s world-renowned Gulf Coast beaches. Opportunities like this are rare—schedule your private showing today. Listing agent is owner and holds an active Florida real estate license.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER (941-729-7400)
Listing Agent: Mark Federowski (848-232-8794)
8075 ANTHIRIUM LOOP, SARASOTA, FL 34240
$755,99012 Days on yellowkey MLS ID: A4691134
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2064 Built: 2026Monthly Fee: $370 Tax: $971 (2025)Community: Windward At Lakewood Ranch Phase 2Spa: NoSingle Family
Taxes:$971
Elementary School: Tatum Ridge Elementary
Middle School: McIntosh Middle
Remarks: The White Star offers 3 bedrooms, 2.5 baths, and 2,064 sq. ft. of thoughtfully designed living space ideal for both entertaining and everyday comfort. A formal dining room is positioned at the front of the home and connects seamlessly to the kitchen, creating an inviting setting for gatherings. An additional room may also serve as a den or casual sitting area. The open-concept great room flows into the island kitchen and café area, overlooking the covered lanai and professionally designed pool by Waterscapes—perfect for indoor-outdoor living. The spacious owner’s suite provides a private retreat with a large bedroom, spa-inspired bath featuring a corner shower, dual vanity, private water closet, and an oversized walk-in closet. Additional highlights include tile flooring throughout the home for a clean, cohesive look and easy maintenance.
Listing is courtesy of: NEAL COMMUNITIES REALTY, INC. (941-328-1111)
Listing Agent: John Neal (941-313-8575)
2757 FEIFFER CIR, SARASOTA, FL 34235
$424,90012 Days on yellowkey MLS ID: A4691052
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1353 Built: 2003Monthly Fee: $25 Tax: $4,038 (2025)Community: Kensington OaksSingle Family
Taxes:$4,038
Remarks: Welcome to this beautifully renovated modern home located in the peaceful, family-friendly and safe community, featuring a low HOA fee of just $300/year. Tucked away on a quiet cul-de-sac, this move-in ready residence offers the perfect blend of comfort, privacy, and convenience. Step inside to discover a desirable split floor plan with the spacious primary suite and en-suite bathroom, and two additional bedrooms and a full bathroom on the opposite side—ideal for family or guests. The stylish open-concept updated kitchen features stainless steel appliances, granite countertops, and ample space for everyday living and entertaining. Enjoy Florida living year-round with both an enclosed lanai and an open-air dining area, perfect for BBQs and outdoor gatherings in the spacious shaded backyard overlooking the golf course. Additional highlights include solar panels for significant savings on FPL electric bills, and a secure 2-car garage; as well as, a washer and a dryer inside the unit. Roof 2021. Can be sold fully furnished at an additional cost. Located in a quiet family-friendly neighbourhood, yet centrally positioned near everything Sarasota has to offer—close proximity to downtown, white sand beaches, exceptional dining, arts and culture, shopping, and endless opportunities for natural Florida recreation. Come check out this hidden gem for yourself, Schedule your private showing today!
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Vladislav Misyankin (941-236-0377)
10187 MILKY WAY CIR, SARASOTA, FL 34241
$925,00012 Days on yellowkey MLS ID: A4690808
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3525 Built: 2022Monthly Fee: $251 Tax: $11,066 (2025)Community: Skye Ranch Neighborhood Four North Phase 1Single Family
Taxes:$11,066
Elementary School: Lakeview Elementary
High School: Riverview High
Middle School: Sarasota Middle
Remarks: Welcome to 10187 Milky Way, located in the highly sought-after Skye Ranch community, where charm, space, and thoughtful design come together on a private preserve lot. This home exudes character from the moment you step inside, featuring both a dedicated office with elegant French doors and a versatile bonus room located right off the entryway. The bonus room offers the flexibility to easily convert into a downstairs bedroom, making it ideal for guests or multi-generational living. The heart of the home is the beautifully designed kitchen, complete with a farmhouse sink, a gas cooktop with matching GE Cafe series appliances throughout, and an open layout that flows seamlessly into the living room. Here, you’ll find a cozy fireplace that adds warmth and style, creating the perfect space for entertaining or relaxing. Just off the garage, a functional mudroom adds everyday convenience and organization. Step outside to your private backyard oasis, already equipped with a fire pit and offering plenty of room to build your dream pool all while enjoying peaceful preserve views. Upstairs, a spacious loft provides additional living space, perfect for a media room, playroom, or second family area. The primary suite is a true retreat, featuring a private balcony, two walk-in closets, and a luxurious ensuite bath with a soaking tub and a rain shower. Three additional bedrooms are also upstairs, including a Jack-and-Jill bathroom between two of them, resulting in three full bathrooms on the second level. As a resident of Skye Ranch, you’ll enjoy access to resort-style amenities including a clubhouse, fitness center, pools, tennis and pickleball courts, scenic trails, and parks offering a true Florida lifestyle centered around comfort, community, and outdoor living. This Skye Ranch home blends functionality, flexibility, and distinctive style offering the perfect setting for both everyday living and entertaining.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Dawnelle Lanners (727-804-9228)
8111 SANTA ROSA CT, SARASOTA, FL 34243
$1,200,000103 Days on yellowkey MLS ID: A4679494
INCREASED by $50,000 (4.3%) on 04/02/2026
Bed: 5 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3661 Built: 2007Monthly Fee: $200 Tax: $10,406 (2024)Community: Sonoma Ph ISpa: YesSingle Family
Taxes:$10,406
Elementary School: Kinnan Elementary
High School: Braden River High
Tax Year: 2024
Middle School: Braden River Middle
Remarks: A rare offering in a gated Sarasota community—this luxury, solar-powered pool home with a generator delivers scale, security, and elevated Florida living. Designed for discerning buyers who value space, reliability, and thoughtful upgrades, this residence offers 5 bedrooms plus a bonus room and 3.5 baths, providing exceptional flexibility for refined modern lifestyles, multigenerational living, or executive work-from-home needs. Welcome to 8111 Santa Rosa Court, gracefully positioned on a quiet cul-de-sac where privacy meets convenience. Inside, the home has been extensively upgraded with intention and care. New laminate flooring and interior paint were completed in 2022, followed by fully remodeled bathrooms in early 2023. The kitchen was reimagined in 2025 with new cabinetry and epoxy countertops, paired with updated kitchen appliances and laundry installed in 2022, creating a space that is both functional and beautiful. This home stands apart for its infrastructure and preparedness. New AC systems and a new water heater (2022), solar panels installed in 2022, and a whole-house generator provide exceptional energy efficiency, resilience, and peace of mind—features increasingly sought after in luxury Florida real estate. Outdoors, the private pool area has been transformed into a resort-style retreat. Upgrades include a new pump, filter, heater, and automation system (2022), a rescreened pool enclosure (2022), and a complete resurfacing with new tile and pavers (2024)—ideal for elegant entertaining or tranquil everyday enjoyment. Located moments from shopping, dining, UTC Mall, major roadways, and Sarasota’s world-renowned beaches, this move-in-ready home offers a rare combination of space, upgrades, energy-conscious living, and gated-community privacy. Homes of this caliber, condition, and preparedness rarely come to market.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Evona Poplawski (941-228-9455)
665 EASTPOINTE PKWY, SARASOTA, FL 34232
$449,900157 Days on yellowkey MLS ID: A4673589
REDUCED by $20,000 (4.3%) on 04/23/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1814 Built: 1987Monthly Fee: $62 Tax: $3,474 (2024)Community: Eastpointe Ph 2ASpa: NoSingle Family
Taxes:$3,474
Remarks: Welcome to this beautifully updated 4-bedroom home in the desirable Eastpointe community of Sarasota. Freshly renewed inside and out, this property blends modern style with everyday comfort in one of the area’s most convenient locations. The exterior features brand-new professional paint, giving the home crisp, modern curb appeal. A long driveway leads to the covered entryway with sleek black accents and mature landscaping. Inside, soaring ceilings in the spacious open living area create an inviting atmosphere. The living room is anchored by a floor-to-ceiling stone fireplace with rich wood accents, complemented by updated luxury flooring throughout. The primary suite is impressively spacious with room for a sitting area, a statement chandelier, and large windows that fill the room with natural light. The primary bathroom is a true luxury retreat, featuring floor-to-ceiling marble-style tile, a floating double vanity with LED backlit mirror, gold fixtures, a frameless rainfall shower and a freestanding soaking tub. Step outside to a fully fenced yard and a screened-in lanai perfect for relaxing, entertaining, or enjoying quiet Florida evenings. LOCATION, LOCATION, LOCATION This home is situated near some of Sarasota’s most desirable amenities: 5–7 minutes to UTC Mall, with endless dining, shopping, and entertainment Minutes to the new Mote SEA Aquarium at UTC — a major attraction and local highlight Close to Target, Whole Foods, Cooper’s Hawk, The Mall at UTC, and Nathan Benderson Park Easy access to I-75, making commuting simple Short drive to Sarasota’s world-famous beaches Additional features you’ll love: Updated flooring throughout Fresh exterior paint Enormous primary bedroom Luxury spa-style primary bath Fully fenced yard with screened lanai Long driveway with ample parking Move-in ready This home offers the perfect blend of modern upgrades, comfortable living, and unbeatable convenience. A must-see!
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Veronika Serikov (941-780-9564)
3636 MINEOLA DR, SARASOTA, FL 34239
$844,00034 Days on yellowkey MLS ID: A4688287
1 Days Off yellowkey (back on 4/20/2026)
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 2076 Built: 1957Monthly Fee: $17 Tax: $6,789 (2025)Community: South GateSingle Family
Taxes:$6,789
Elementary School: Southside Elementary
High School: Sarasota High
Middle School: Brookside Middle
Remarks: Under contract-accepting backup offers. Welcome to your slice of Florida waterfront paradise in Sarasota! This beautifully updated 2-bedroom, 2-bathroom home offers the perfect blend of comfort, style, and coastal living. New hurricane impact windows in 2022. Step inside to discover a fully renovated interior featuring modern finishes, an open and inviting layout, and plenty of natural light throughout. The kitchen and living spaces are designed for both everyday living and entertaining, while the spacious bedrooms provide a relaxing retreat at the end of the day. Out back, your private oasis awaits. Enjoy sunny Florida days lounging by the sparkling pool or take in the peaceful water views of Phillippi Creek. Boating enthusiasts will love the private dock, offering easy access to the water, perfect for kayaking, paddleboarding, or heading out for a day on the boat. For added peace of mind, this home experienced no flooding during the 2024 hurricane season, an incredible advantage for waterfront living. Ideally located just minutes from world-famous beaches, dining, shopping, and all that Sarasota has to offer, this home truly has it all. It has a spacious lot with room for a guest house. Whether you're looking for a full-time residence, seasonal getaway, or investment opportunity, this waterfront gem is not to be missed! Do not go on the property without a scheduled appointment. Property is under video and audio surveillance.
Listing Agent: Tracy Anderson (214-621-6128)
8465 CYPRESS LAKE CIR, SARASOTA, FL 34243
$550,000104 Days on yellowkey MLS ID: A4678494
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1642 Built: 1988Monthly Fee: $27 Tax: $1,829 (2024)Community: Country Oaks Ph ISpa: NoSingle Family
Taxes:$1,829
Remarks: Welcome to 8465 Cypress Lake Circle, a move-in-ready home tucked away on a quiet street. This vibrant residence has been thoughtfully transformed over the years with numerous updates, including impact windows throughout, a remodeled kitchen and bathrooms, updated interior flooring, and outdoor pavers. No detail has been overlooked, and pride of ownership shines through at every corner. Enjoy the versatile bonus space of the enclosed lanai, which opens to your private heated pool. The outdoor area has been intentionally designed with pavers, clean lines, and open space, creating an ideal setting for both relaxation and entertaining while in the privacy of your fully fenced in backyard. The oversized garage is an added bonus, featuring newly painted epoxy floors, built-in cabinetry, and a hurricane-rated garage door. Located in the desirable Country Oaks community, residents enjoy scenic walking trails, tennis courts, and a community pool. Ideally situated just 4 miles from UTC and 6 miles from downtown Sarasota, this home offers the perfect blend of convenience, comfort, and lifestyle.
Listing Agent: Matthew Voss (941-402-8799)
6719 PASEO CASTILLE, SARASOTA, FL 34238
$550,000145 Days on yellowkey MLS ID: A4673922
REDUCED by $10,000 (1.8%) on 04/20/2026
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2547 Built: 1990Monthly Fee: $125 Tax: $3,547 (2025)Community: MarbellaSingle Family
Taxes:$3,547
Elementary School: Gulf Gate Elementary
Remarks: Located in the Marbella Community of Palmer Ranch, this villa style detached home supports the Sarasota lifestyle. Sunlight pours into the dramatic 18’ ceilings of the living room, where a cozy fireplace invites quiet evenings and four-panel sliders open wide to the pool and lanai, creating a seamless backdrop for relaxed afternoons and effortless entertaining. The heated pool was completely refinished, making it easy to spend long days outdoors, while the flexible layout—with main level master bedroom, a den that can double as a bedroom, and two large bedrooms upstairs—offer privacy and versatility for guests, family, or work-from-home living. The kitchen is where daily life unfolds, anchored by a chef’s-grade refrigerator, induction stove, convection oven, and generous storage. An extra wide garage with workshop space keeps bikes, paddleboards, and projects neatly tucked away. Thoughtful updates an all new 2 phase primary air conditioner, a 27 solar panel system, and a new fiberglass double front door help keep the electric bill low. A newer (2021) tile roof quietly and poured slab construction supports comfort, efficiency, sound proofing, and peace of mind. Set at the end of a quiet cul-de-sac with no neighbor on one side and an HOA owned preserve behind, the home feels calm and private, surrounded by mature landscaping within the gated community of Marbella, known for its friendly feel, exquisite landscaping, and tranquil streets less than 5 miles to the nearest beach. From morning rides on the Legacy Trail only 1 mile away to sunset dinners in Gulf Gate and beach days on Siesta Key, this home places you right where Sarasota life is meant to be lived—easy, connected, and deeply enjoyable
Listing is courtesy of: KW SUNCOAST (941-792-2000)
Listing Agent: Sean Ready (813-326-6074)
4714 ELDER BERRY DR, SARASOTA, FL 34241
$850,00055 Days on yellowkey MLS ID: A4684149
0 Days Off yellowkey (back on 4/23/2026)
REDUCED by $50,000 (5.6%) on 04/12/2026
Bed: 5 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3666 Built: 1983Monthly Fee: $60 Tax: $9,210 (2025)Community: Bent Tree VillageSpa: YesSingle Family
Taxes:$9,210
Remarks: Under contract-accepting backup offers. Live where you play in the highly desirable Bent Tree gated community. Known for its scenic beauty and one of Sarasota’s premier golf courses, Bent Tree is a wonderful place to call home. This spacious 5-bedroom, 3-bathroom pool home is tucked away at the end of a quiet cul-de-sac, offering privacy, peace, and direct access to a lifestyle that nature enthusiasts will love- all on a large lot that backs up to a beautiful nature preserve. Inside, you'll find a welcoming formal living space and a raised dining area with views of the pool and backyard—perfect for hosting large gatherings of family and friends. The remodeled bathrooms, including a convenient pool bath, make everyday life easier for active households. With a split floor plan, you can enjoy your own private retreat while guests have their own space. Need a home office or media center? The large bonus room gives you the flexibility to make it your own. The home also has a new water heater (2026), new carpet, and fresh interior paint. Some favorites include: -Minutes from the Bent Tree Championship Golf Course – no membership required -8 miles from the world-famous Siesta Key Beach -Screened porch for year-round use -Spacious bedrooms and bonus room -Zoned for top-rated schools. Homes like this don’t come along often—schedule your tour today!
Listing is courtesy of: VUE REALTY, LLC (941-269-8400)
Listing Agent: Rebecca Milner (941-894-7656)
3368 SHEFFIELD CIR, SARASOTA, FL 34239
$425,000102 Days on yellowkey MLS ID: A4679367
REDUCED by $55,000 (11.5%) on 04/23/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1798 Built: 1969Monthly Fee: $8 Tax: $3,379 (2025)Community: Village Green Club EstatesSingle Family
Taxes:$3,379
Elementary School: Wilkinson Elementary
Remarks: Enjoy the best of Sarasota living in this centrally located, fully fenced home with impact windows, circular driveway, with an amazing private outdoor living space that is minutes from shopping, dining, and a short drive to the sugar-sand beaches of Siesta Key. Thoughtfully updated and designed for comfortable everyday living, this home offers a flexible floor plan and inviting spaces both indoors and out. Inside, the light and bright interior features a crisp, clean feel and a desirable split-bedroom, open floor plan. Modern light wood-look laminate flooring flows throughout the home. The entryway includes a convenient coat closet and the open dining and living room combination offers flexibility for entertaining and everyday living. The interior flows seamlessly from the front of the home through the family room and out to the enclosed lanai. The kitchen showcases white shaker cabinets, granite countertops, a glass subway tile backsplash, and stainless steel appliances making it both stylish and functional. The spacious primary suite features tall windows, a large walk-in closet, and an en suite bathroom that offers a shower/tub combo and a thoughtful layout with the toilet and shower separated from the vanity. The guest bedroom is generously sized, and the updated guest bathroom features tile flooring, a large stone shower with glass doors, and granite countertops. Enjoy Florida living year-round with an enclosed, multi-use lanai featuring tile flooring and expansive glass windows that add valuable living space, along with an additional screened rear patio perfect for a more open-air outdoor experience. The vinyl-fenced backyard with lush tropical landscaping completes the home’s rear outdoor oasis. With a great location and stylish updates throughout, this home is ready to be enjoyed. Come see it, feel the charm, and make it your own!
Listing Agent: Karie Backman (941-404-8389)
1804 N LAKE SHORE DR, SARASOTA, FL 34231
$4,995,000104 Days on yellowkey MLS ID: A4679067
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 6854 Built: 2004 Tax: $22,275 (2025)Community: Oyster Bay EstatesSingle Family
Taxes:$22,275
Elementary School: Phillippi Shores Elementary
Remarks: A residence of sophistication and luxury, this exceptional home was thoughtfully designed to bring family and friends together—sharing good food, meaningful connection, and the enjoyment of elevated everyday living. Ideally located just 8 miles from Sarasota-Bradenton International Airport, 12 minutes to Siesta Key Beach, and 10 minutes to downtown Sarasota, the property is in close proximity to The Ringling, Van Wezel, Selby Gardens, Asolo, premier dining and shopping, The Field Club, and the Sarasota Yacht Club—creating a seamless blend of culture, convenience, and coastal lifestyle. Elegant yet warm and approachable, the home blends refined architecture with tropical elements, including stone columns, metal pergolas, concrete textures, and lush landscaping, creating a relaxed oasis unlike any other. A surrounding stucco wall enhances privacy, allowing you to unwind to the soothing sound of a tranquil fountain within a peaceful, secluded setting. The main living spaces were intentionally designed for gathering, featuring bead-board stained ceilings in the family room, formal living room, and dining area. The cook’s kitchen is both striking and highly functional, highlighted by a glazed pressed-tin ceiling, unpolished concrete floors, and views into the kitchen garden through multiple French doors and expansive windows—perfectly suited for both everyday living and entertaining.
Listing Agent: Bridget Spiess (941-720-6304)
5974 SAN MICHELLE DR, SARASOTA, FL 34243
$369,900102 Days on yellowkey MLS ID: N6142540
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1531 Built: 1987Monthly Fee: $87 Tax: $2,850 (2024)Community: Longwood Run Ph 3 Pt ASpa: NoSingle Family
Taxes:$2,850
Elementary School: Emma E. Booker Elementary
Remarks: Experience serene lakefront living in this beautifully maintained 3-bedroom, 2-bath residence, thoughtfully designed as either a true three-bedroom home or a two-bedroom plus den to suit your lifestyle. Set on a tranquil lake, this home offers captivating water views and a peaceful backdrop where native wildlife and dreamy Florida afternoons take center stage. A screened front entry welcomes cooling breezes throughout the home, creating an effortless indoor-outdoor flow without the nuisance of insects. Inside, the open, airy floor plan is filled with natural light and designed for both relaxation and entertaining, perfectly capturing the essence of Florida living. Located on a quiet cul-de-sac along San Michele in the desirable Longwood Run community, this home enjoys a prime position along the University Parkway corridor—minutes from Sarasota’s world-class beaches, SRQ International Airport, downtown Sarasota, and Main Street Lakewood Ranch. Additional highlights include low annual HOA fees and a flexible rental policy allowing a minimum six-month lease once per year with no waiting period. Offered as the owners relocate to be closer to family, this is a rare opportunity to own a stunning lakefront home in an exceptional Sarasota location.
Listing is courtesy of: MEDWAY REALTY (941-375-2456)
Listing Agent: Vince Fuda (941-615-8000)
7137 WESTMORELAND DR, SARASOTA, FL 34243
$885,00013 Days on yellowkey MLS ID: A4690817
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1761 Built: 1974 Tax: $8,506 (2025)Community: North IslesSpa: NoSingle Family
Taxes:$8,506
Elementary School: Florine J. Abel Elementary
High School: Bayshore High
Middle School: Electa Arcotte Lee Magnet
Remarks: Just steps from the stunning Sarasota Bay, this impeccably appointed corner-lot sanctuary welcomes you into a world of peaceful elegance and resort-style sophistication. As you arrive via the graceful circular paver driveway, you are immediately greeted by the lush, professionally redesigned front gardens bursting with new palm trees, Japanese blueberry trees, bougainvillea, vibrant flowering shrubs, and striking landscape boulders — setting the tone for serene, high-end luxury that defines every inch of this home. The current owners spared no expense — they poured over $200K into a complete top-to-bottom transformation, elevating this property to an extraordinary level of refinement with the finest materials and uncompromising attention to every detail — a true showpiece. STANDOUT FEATURES • Impact-resistant hurricane-rated sliders and windows throughout (exceptional sound dampening and storm protection) • Whole-house generator • Well for irrigation • Sparkling in-ground saltwater pool with upgraded waterfall and lighting • Striking built-in brick outdoor fireplace — the perfect centerpiece for year-round entertaining and unforgettable evenings. 2025-2026 Upgrades of the Highest Order (over $200K invested) • New Trane HVAC system and thermostat • All-new luxury vinyl plank flooring and baseboards throughout • Gourmet kitchen with quartzite countertops, porcelain tile backsplash, soft-close cabinetry with pull-out drawers, new sink and faucet, and a premium Fulcor Milano dual-fuel range with stainless-steel appliances • Imported Italian crystal chandeliers — one dramatically illuminating the living room and another over the kitchen table • Extensive new lighting throughout including pendants, sconces, can lights, coach lights, and full landscape lighting • Primary suite transformation featuring a full walk-in closet (converted from the third bedroom and easily convertible back to a bedroom) with bespoke shelving, mirrors, and chandelier • Designer marble-tile shower, quartz countertops, and Toto toilet in the primary bath • Custom barn door to the primary suite • Fully remodeled guest bathroom with new tile, glass door, and Toto toilet • Garage upgrades: new high-velocity hurricane-rated garage door, epoxy flooring, custom cabinets, and painted ceiling/walls Resort-Style Backyard & Panoramic Lanai (the true heart of this sanctuary): • Brand-new hot tub on fresh pavers with LED lighting and umbrella • Expansive panoramic-style covered lanai with new marble posts and beam, Sunbrella curtains, ceiling fan, and painted ceiling — perfect for serene mornings or elegant evenings • Outdoor cedar shower • Custom cedar shed • Additional highlights include a state-of-the-art water filtration system, custom glass doorknobs, all-new interior doors and hardware • New 8 ft vinyl privacy fencing, professional landscaping with new palm trees, Japanese blueberry trees, bougainvillea, designer rocks, fresh sod, upgraded irrigation, two healthy fruit trees (lime and grapefruit), landscape lighting, and the owned 150-gallon propane tank. A short stroll from your doorstep leads to the beautiful Bayfront and a marina with convenient boat storage. Vibrant downtown Sarasota — with its world-class dining, shopping, arts, and easy access to I-75 — is just minutes away. This move-in-ready sanctuary blends the highest-order luxury appointments with a private resort backyard — the ultimate peaceful Florida lifestyle home.
Listing is courtesy of: RONNIE DEWITT AND ASSOCIATES (941-755-0011)
Listing Agent: Ronnie Dewitt (941-650-2154)
4925 SILK OAK DR, SARASOTA, FL 34232
$400,00014 Days on yellowkey MLS ID: A4690754
REDUCED by $15,000 (3.6%) on 04/22/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1261 Built: 1977 Tax: $3,580 (2025)Community: Brentwood EstatesSingle Family
Taxes:$3,580
Elementary School: Brentwood Elementary
Remarks: Under contract-accepting backup offers. Block construction with no deed restrictions. Ready for immediate occupancy, this split-plan home offers privacy and functionality, plus a large private backyard perfect for relaxing or entertaining..
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Beverly Perez (941-323-4600)
3905 SPYGLASS HILL RD, SARASOTA, FL 34238
$975,00024 Days on yellowkey MLS ID: A4688836
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3921 Built: 1985Monthly Fee: $137 Tax: $11,171 (2025)Community: Country Club Of Sarasota TheSpa: YesSingle Family
Taxes:$11,171
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Looking for space, storage, and the perfect home for entertaining—all with a low HOA? Your search ends here. Located in the reputable gated community of The Country Club of Sarasota, where a fully staffed security gate operates twenty four hour access control. This expansive 5,171 sq. ft. custom residence is ready for its next owner to make it their own. Designed with a desirable split floor plan, the home features a spacious primary suite with a private ensuite, along with a junior suite with private ensuite for added flexibility. In total, you’ll find 4 bedrooms, 3 full baths, and 1 half bath, plus a dedicated office. Multiple living spaces—including a great room, family room, and both casual and formal dining areas—provide endless options for everyday living and entertaining. The large kitchen is a chef’s dream, equipped with high-end appliances including a Thermador 5-burner gas cooktop, Sub-Zero refrigerator, Bosch dishwasher, wine fridge, wall oven, and warming drawer. Step outside to your private oasis—an oversized screened-in lanai featuring a pool, spa, and outdoor kitchen. Enjoy peaceful golf course, water, and wildlife views from this beautifully maintained, mature lot. Additional highlights include an oversized climate controlled garage with a separate golf cart entrance and abundant storage throughout and central vacuum. Residents have the option to join Prestancia Sports & Social Club, offering access to golf clubhouse, dining, social events, and a wide range of amenities including pickleball, tennis, padel, aquatics, fitness, and wellness programs. Priced to sell—schedule your private showing today and experience the lifestyle this exceptional home has instore.
Listing is courtesy of: SHOWTIME REALTY (941-822-0890)
Listing Agent: Jodi Fleming (941-993-6331)
719 MALDIVES TRL, SARASOTA, FL 34234
$1,024,990293 Days on yellowkey MLS ID: A4659082
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2903 Built: 2024Monthly Fee: $185Community: Gracewater At SarasotaSpa: YesSingle Family
Taxes:$0
Remarks: Current Model Home available , 6 month leaseback in the sought after Gracewater Community right in the heart of Sarasota. Our Bay Haven model home offers generous living space for the whole family to enjoy. With 4 bedrooms, 3.5 bathrooms, office and loft/bonus room, there’s plenty of room for everyone to have their own space. And when it’s time to come together, the open kitchen and great room provide the perfect setting for gathering and entertaining. The attached two-car garage offers convenience and peace of mind for storing vehicles and equipment. The lanai and double-entry laundry room add even more convenience to this already impressive home. And let’s not forget the bonus room – it can serve as a playroom, office, or whatever suits your needs.
Listing is courtesy of: PRIVADA REALTY (941-233-6000)
Listing Agent: Perry Pope (941-737-9124)
7717 BLUE MOON RUN, SARASOTA, FL 34241
$640,18422 Days on yellowkey MLS ID: A4689890
INCREASED by $20,000 (3.2%) on 04/23/2026
Bed: 2 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1843 Built: 2026Monthly Fee: $442Community: Esplanade At Skye RanchSingle Family
Remarks: Under Construction. What's Special: Pond View | Close to Amenities | Close to Trails | Flex Room. New Construction - September Completion! Built by America's Most Trusted Home Builder. Welcome to the Monte at 7717 Blue Moon Run in Esplanade at Skye Ranch! This thoughtfully designed floor plan offers a bright, open layout that’s ideal for both everyday living and entertaining. From the welcoming foyer, the home opens into a spacious great room that connects seamlessly to the dining area and kitchen, creating an inviting central gathering space. Sliding glass doors extend the living area outdoors to a covered extended lanai, perfect for relaxing or hosting friends. The primary suite provides a comfortable retreat, while secondary bedrooms offer flexibility for guests or hobbies. With intentional design touches throughout, the Monte delivers both style and functionality in a sought-after community setting. Additional Highlights Include: tray ceiling package, powder bath in place of storage closet, 8' interior doors throughout, covered extended lanai, impact windows. Photos are for representative purposes only. MLS#A4689890 Esplanade offers a vibrant, resort-style lifestyle with endless opportunities to energize your body, mind, and spirit. From the moment you arrive, you’ll experience a world of fun and relaxation, with access to the Hub, Rendezvous Park, and Turner Park and soon, The Venue! Get ready for exciting amenities like a Bahama Bar and Grill, resort-style pool, state-of-the-art fitness center, bocce ball courts, bark park, and more. With community parks, sports fields, and a pet park, Esplanade is your personal playground. Stay active, stay relaxed, and embrace a lifestyle filled with adventure, every single day!
Listing is courtesy of: TAYLOR MORRISON RLTY OF FLA (866-495-6006)
Listing Agent: Michelle Campbell (866-495-6006)
2231 WOOD ST, SARASOTA, FL 34237
$1,999,000220 Days on yellowkey MLS ID: A4666469
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2731 Built: 2024 Tax: $4,662 (2023)Community: Poms Park 3Spa: YesSingle Family
Taxes:$4,662
Elementary School: Alta Vista Elementary
Tax Year: 2023
Remarks: This exquisite new-construction modern residence by Milano Homes, situated on an expansive double lot in the heart of Sarasota, blends elegance, convenience, and investment opportunity. Located within Sarasota city limits, this property qualifies for weekly rentals in one of the area’s most in-demand markets—a highly desirable option that allows for strong income in $160K to $180K range annually. This single-story home offers the ultimate in comfort with no stairs to navigate, featuring four spacious bedrooms, three-and-a-half designer bathrooms, and a two-car garage. The outdoor living space is a private sanctuary, complete with a sparkling pool and spa, outdoor shower, and a large fenced yard ideal for both relaxation and entertaining. As with all Milano Homes, the interiors showcase exceptional craftsmanship and imported Italian finishes. From the state-of-the-art kitchen—equipped with Subzero refrigeration, a Wolf induction cooktop, and Wolf oven—to the custom Italian cabinetry, fixtures, and flooring, every detail exudes sophistication. The open-concept living area flows seamlessly into the outdoor retreat, creating the perfect setting for gatherings and indoor-outdoor living. Perfectly positioned, this property offers easy access to the newly extended Legacy Trail, making it a haven for bikers, runners, and nature lovers. Downtown Sarasota’s vibrant arts, dining, and marina scene is just minutes away, while Siesta Key’s award-winning beaches and St. Armands Circle’s luxury shopping and dining are only a five-minute drive. Whether you’re seeking a full-time residence, seasonal retreat, or an income-producing short-term rental, this home offers an unmatched opportunity to enjoy and invest in the Sarasota lifestyle. Work hand-in-hand with the dedicated Milano Homes professionals to personalize this custom residence, creating a one-of-a-kind dream home tailored just for you.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Rinat Sikdar (941-993-9292)
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