Location: Sarasota
Do Not Show Listings
5914 CHAPARRAL AVE, SARASOTA, FL 34243
$545,0007 Days on yellowkey MLS ID: A4690278
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2051 Built: 1997Monthly Fee: $97 Tax: $3,371 (2025)Community: Mote RanchSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,371
Elementary School: Robert E Willis Elementary
High School: Braden River High
Tax Year: 2025
Middle School: Braden River Middle
Remarks: Charming 3-bedroom, 2-bath home offering over 2,000 sq. ft. of comfortable living space, featuring a well-designed layout with both formal and casual living areas. Seller offers 1% lender credit at closing. The home features tile flooring throughout main areas with carpet in select rooms, along with recently updated kitchen and bathrooms that provide a fresh, modern touch. Enjoy a spacious family room connected to the kitchen with a cozy breakfast area, plus separate formal living and dining spaces ideal for entertaining. Step outside to a resurfaced private pool, perfect for relaxing or hosting gatherings. The home also features a new tile roof, providing added peace of mind, long-term durability, and enhanced curb appeal. Additional highlights include a two-car garage and a full set of essential appliances.
Listing is courtesy of: EXP REALTY, LLC (941-462-3321)
Listing Agent: Jennifer Kenna (941-253-3003)
8111 SANTA ROSA CT, SARASOTA, FL 34243
$1,200,00098 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
Tax Year: 2024
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
$449,900152 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
Elementary School: Gocio Elementary
High School: Booker High
Middle School: Booker Middle
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
$844,00029 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)
5850 SADDLE OAK TRL, SARASOTA, FL 34241
$1,690,000355 Days on yellowkey MLS ID: N6138843
0 Days Off yellowkey (back on 3/17/2026)
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3871 Built: 2005Monthly Fee: $116 Tax: $13,445 (2024)Community: Saddle Oak EstatesSpa: YesSingle Family
Taxes:$13,445
Elementary School: Lakeview Elementary
High School: Riverview High
Middle School: Sarasota Middle
Remarks: Under contract-accepting backup offers. Rare Private Estate on 5+ Acres in Sarasota - A Magical Property Just 25 Minutes from Siesta Key. Opportunities like this are rarely available in sarasota area, where privacy, acreage and proximity to the beach seldom exist together. Welcome to 5850 Saddle Oak Trail, a beautifully remodeled all-block estate offering nearly 4,000 sq. ft. of living space on over 5 acres of extraordinary privacy within one of Sarasota’s most desirable gated communities. A long tropical Florida-style driveway welcomes you through lush landscaping, setting the tone for a property that feels both secluded and magical. One of the most remarkable features of this estate is its private enchanted forest—a rare natural sanctuary on the property where winding pathways lead through mature trees and native foliage, creating a peaceful retreat ideal for meditation, nature walks, or simply enjoying the tranquility of your own woodland escape. This protected green space provides an unmatched sense of privacy rarely found so close to Sarasota. Inside, the home features a spacious open floor plan with soaring tray ceilings, designed for both comfort and elegant entertaining. The fully renovated kitchen showcases modern cabinetry, quality finishes, and seamless flow into the living and dining areas. The residence includes 4 bedrooms, 4 updated bathrooms, two dedicated offices, and a versatile upstairs bonus space currently used as a media room, perfect for a gym, studio, or guest retreat. Step outside to your private outdoor resort, where a beautifully renovated pool area awaits. Enjoy the heated pool and spa, expansive screened lanai, and elegant travertine decking, surrounded by lush tropical landscaping designed for year-round relaxation and entertaining. For collectors, hobbyists, or those seeking additional space, the property includes two garages—a traditional attached garage and a newly built 1,500 sq. ft. detached garage with epoxy flooring, offering exceptional flexibility for cars, boats, RV storage, workshop space, or future lifestyle needs. The acreage also offers ample room for gardens, fruit trees, small animals such as chickens, or additional hobby structures, making this property ideal for those seeking a private estate, mini-farm lifestyle, or peaceful retreat property while remaining conveniently close to Sarasota’s cultural amenities, dining, and beaches. Additional highlights include: • New roof (2022) • New oversized steel building • New kitchen cabinetry • New flooring in all bedrooms • Impact-rated patio doors • Newly paved circular driveway with custom paver/asphalt design • Large fenced pet area for dogs to roam safely * New pool area featuring travertine tiles The location also provides access to excellent educational opportunities including Skye Ranch School, The Out-of-Door Academy, and the nationally recognized Pine View School. Properties offering this level of privacy, acreage, and proximity to Sarasota’s beaches and lifestyle amenities are increasingly rare. Whether envisioned as a full-time residence, private retreat, or unique estate property, 5850 Saddle Oak Trail offers a one-of-a-kind opportunity to experience nature, space, and luxury in perfect balance. Schedule your private showing today and experience the enchantment for yourself.
Listing is courtesy of: MEDWAY REALTY (941-375-2456)
Listing Agent: Magdalena Lewicki (941-957-8300)
8465 CYPRESS LAKE CIR, SARASOTA, FL 34243
$550,00099 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)
2286 HYDE PARK ST, SARASOTA, FL 34239
$512,00017 Days on yellowkey MLS ID: A4689801
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1392 Built: 1955 Tax: $1,582 (2025)Community: Homelands Dev Corp SubSingle Family
Taxes:$1,582
Remarks: Priced under appraisal! This 3-bedroom, 2-bath residence (1,392 sq ft) can be renovated, rented, or removed to make way for new construction. Surrounded by million-dollar homes and new builds, this property is positioned for strong future value growth. With no HOA and a central Sarasota location just minutes to Downtown, Sarasota Memorial Hospital, and the beaches, this is a compelling opportunity for builders and buyers alike looking to capitalize on one of the city’s most active infill markets. Thinking of building your dream home? This 9,400+ sq ft parcel offers the ideal canvas for a custom home in a location experiencing significant redevelopment. So do not miss out on this rare opportunity to secure a prime oversized lot in Sarasota’s East of the Trail corridor, where luxury new construction continues to redefine the neighborhood.
Listing is courtesy of: CORCORAN DWELLINGS REALTY (941-200-4663)
Listing Agent: Marc Rasmussen (941-200-4663)
2342 MARGARET ST, SARASOTA, FL 34237
$317,49890 Days on yellowkey MLS ID: A4680575
REDUCED by $1 (0.0%) on 03/31/2026
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 945 Built: 1957 Tax: $3,175 (2025)Community: Ethan Allen SubSingle Family
Taxes:$3,175
Elementary School: Tuttle Elementary
Remarks: INVESTORS***Property is currently leased for one year, furnished***Buy at today's lower price, receive rent to cover expenses and sell when Market Increases. Charming Sarasota home located at 2342 Margaret Street, Sarasota offering 2 bedrooms plus a bonus room that can easily be converted into a third bedroom. Features include a beautifully updated kitchen with granite countertops and breakfast bar, bamboo flooring throughout, and a spacious family room with a unique bamboo ceiling that adds warmth and character. Ideal as a short term rental, vacation home, or primary residence. No deed restrictions and no flood insurance required. Newer A/C. An A+ Location conveniently located near Downtown Sarasota with its Shopping, Dining, Theatres and incredible amenities. Just minutes to University Parkway and UTC (University Town Center Mall), Restaurants, Shopping galore and the new Sarasota Aquarium. Just 8 miles to the world-famous Siesta Key Beach. A Location that can't be Beat! No HOA and endless potential—don’t miss this opportunity! Don't Miss the Virtual Tour. Don't Miss This investment opportunity.
Listing is courtesy of: BRIGHT REALTY (941-552-6036)
Listing Agent: Geri Scheckner (941-356-0652)
2916 WOODCREST DRIVE DR, SARASOTA, FL 34239
$459,99916 Days on yellowkey MLS ID: A4689539
REDUCED by $30,001 (6.1%) on 04/19/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1576 Built: 1963 Tax: $5,128 (2026)Community: 1597 - South GateSpa: NoSingle Family
Taxes:$5,128
Elementary School: None
High School: None
Tax Year: 2026
Middle School: None
Remarks: Welcome to this charming and well-maintained single-family home located in one of Sarasota’s most desirable and centrally located neighborhoods. Situated on an oversized lot, this property offers a rare combination of space, privacy, and convenience. This residence features 3 bedrooms and 2 bathrooms with a functional layout designed for comfortable living and entertaining. The home offers abundant natural light, spacious living areas, and a seamless flow between indoor and outdoor spaces. The expansive lot provides endless opportunities — whether you’re looking to create a backyard oasis, add a pool, or explore future expansion possibilities. Ideal for both homeowners and investors, this property presents strong potential for long-term value and rental income. https://www.youtube.com/watch?v=5Msz_qac7d8 Conveniently located just minutes from downtown Sarasota, Siesta Key Beach, shopping, dining, and top-rated schools. Easy access to major roadways makes commuting simple while still enjoying a quiet residential setting. No HOA restrictions, making this property even more attractive for flexibility and investment use. Whether you are looking for a primary residence, vacation home, or income-producing property, this is an exceptional opportunity in a high-demand area. Schedule your private showing today.
Listing is courtesy of: NEO REMARKETING (305-363-5091)
Listing Agent: Sam Razavi Razavi (305-570-2939)
6719 PASEO CASTILLE, SARASOTA, FL 34238
$550,000140 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
$850,00050 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)
8383 CYPRESS HOLLOW DR, SARASOTA, FL 34238
$900,00081 Days on yellowkey MLS ID: A4681688
1 Days Off yellowkey (back on 4/23/2026)
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3007 Built: 1992Monthly Fee: $205 Tax: $5,407 (2025)Community: Deer CreekSingle Family
Taxes:$5,407
Remarks: Under contract-accepting backup offers. Welcome to this simply spectacular. welcoming home in the gated community of Deer Creek in Sarasota's Palmer Ranch. This quality-built four-bedroom pool home, plus a den and three full baths, sits on a peaceful lake and is designed to truly enjoy Florida living—inside and out. Natural light pours in through multiple windows and sliders, creating a bright, open feel and easy access to the private screened pool and lanai. The spacious gourmet kitchen is the heart of the home, featuring solid stone countertops, a large island, and a breakfast bar—perfect for everyday living or entertaining. Open to the kitchen, the family room offers a cozy fireplace and a comfortable space to gather. The home is thoughtfully laid out with separate living and dining rooms, ideal for hosting family and friends while still keeping everyday spaces relaxed and inviting. A split bedroom plan provides privacy for the owners’ suite, which includes large closets and a well-appointed en-suite bath. Some hurricane-impact windows and sliders add peace of mind. Deer Creek offers a 24-hour guard gate, scenic lakes and preserve views, low HOA fees, and no CDD. Conveniently located near Siesta Key Beach, shopping at Publix and Costco, the YMCA, golf courses, the Legacy Trail, and downtown Sarasota’s dining, shopping, and cultural events, this home combines comfort, style, and an unbeatable location.
Listing Agent: Karie Backman (941-404-8389)
3368 SHEFFIELD CIR, SARASOTA, FL 34239
$425,00097 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!
1804 N LAKE SHORE DR, SARASOTA, FL 34231
$4,995,00099 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
$369,90097 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 Agent: Vince Fuda (941-615-8000)
7137 WESTMORELAND DR, SARASOTA, FL 34243
$885,0008 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
$400,0009 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
$975,00019 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
$1,024,990288 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)
1893 RITA ST, SARASOTA, FL 34231
$445,00092 Days on yellowkey MLS ID: A4678772
REDUCED by $5,000 (1.1%) on 04/16/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1420 Built: 1974 Tax: $2,091 (2025)Community: Mead Helen DSpa: NoSingle Family
Taxes:$2,091
Remarks: Under contract-accepting backup offers. Charming Vamo Pool Home — 1893 Rita Street Welcome to this well-loved 3-bedroom, 2-bath home in desirable Vamo—where classic Florida charm meets move-in-ready updates. Gorgeous Eastern European oak hardwood floors run throughout the living spaces, adding warmth and timeless character. The living room features a working fireplace—perfect for those rare cool Florida nights. The private backyard oasis includes a sparkling pool—ideal for relaxing, entertaining, and enjoying countless beautiful sunsets. Major updates provide peace of mind, including a new roof and impact windows. Bright, airy rooms and thoughtful finishes make this home effortless to enjoy year-round. This location truly lives like a destination. Enjoy multiple waterfront restaurants, convenient grocery stores, neighborhood cafés, dog parks, YMCAs, and county facilities—everything you need for active, social, and convenient living is close by. Minutes from two kayak put-ins on Little Sarasota Bay, the area offers easy access to outdoor recreation and waterfront dining. And no HOA. Prime coastal access and drives to nearby favorites: 9.5 miles to downtown Sarasota, 6 miles to Siesta Key Beach, 11.5 miles to St. Armands Circle, and 10 miles to Venice Beach. Schedule your private showing today and discover why 1893 Rita Street is more than a home—it’s a lifestyle destination.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Karen Sweat (941-323-6707)
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