Location: Sarasota
Do Not Show Listings
3615 HIGEL AVE, SARASOTA, FL 34242
$650,000164 Days on yellowkey MLS ID: TB8460558
REDUCED by $49,900 (7.1%) on 06/15/2026
Bed: 4 Bath: 0.0 Liv Area Sq Ft: 1550 Built: 1951 Tax: $19,585 (2025)Community: Siesta Rev OfApartment
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$19,585
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: An exceptional opportunity on coveted Siesta Key, this duplex property with two units is offered as-is, with flexibility to restore the existing structure or rebuild to suit your vision. Situated on an expansive lot just minutes from Shell Beach and Siesta Key Public Beach, the property offers convenient access to world-famous sand beaches, dining, and shopping. Whether you are a builder, investor, or owner looking to create a custom coastal retreat or income-producing duplex, this property presents outstanding potential in one of Florida’s most desirable island communities. All offers are welcomed and encouraged.
Listing is courtesy of: GENSTONE REALTY (833-396-0092)
Listing Agent: Tammy Hall (815-791-9910)
3215 PINE VALLEY DR, SARASOTA, FL 34239
$749,90013 Days on yellowkey MLS ID: A4695558
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3299 Built: 1970 Tax: $8,106 (2025)Community: Frst Lakes Country Club EstatesSpa: NoSingle Family
Taxes:$8,106
Elementary School: Wilkinson Elementary
High School: Sarasota High
Middle School: Brookside Middle
Remarks: Classic Estate-Style Home with Pool & Golf Course Views! Welcome to this stately 5-bedroom, 3.5-bath residence in Forest Lakes Country Club Estates, offering timeless curb appeal, generous living space and peaceful golf course views in the heart of Sarasota. Set on a spacious 0.37-acre lot, the home makes a lasting first impression with its classic brick-style exterior look, white columns, mature landscaping, circular brick driveway and ample parking, including additional driveway space along the side of the home. Inside, the grand two-story foyer showcases the home’s architectural character with a sweeping curved wood staircase, iron balusters, chandelier detail and elegant traditional design that sets the tone for the rest of the home. Thoughtfully refreshed, the home features a new shingle roof in 2026, fresh interior paint throughout and meaningful upstairs updates, including new LVP flooring throughout the upstairs hallway and bedroom areas. The main level features formal living and dining areas, a wood-burning fireplace and an oversized eat-in kitchen with solid wood cabinetry, pull-out storage, granite countertops, stainless steel appliances and a walk-in pantry. Designed for indoor-outdoor Florida living, sliding doors and a pass-through window connect the kitchen to the expansive covered lanai and large screened pool area, creating an ideal setting for relaxing, entertaining and enjoying the peaceful green views. The flexible floor plan also includes a family room, private office/study with exterior access and a downstairs bedroom suite with ensuite bath and private pool access, perfect for guests, extended family or multigenerational living. Upstairs, the refreshed living quarters provide room for everyone to spread out. The oversized primary suite extends from the front of the home to the back and features a walk-in closet, generous natural light and beautiful views of the golf course setting. The upstairs improvements continue with recently replaced custom bathroom vanities in all three upstairs bathrooms, new ceramic tile in both upstairs bathrooms, a new bathtub and a renovated upstairs shower completed in 2024. New windows were also installed in April 2026 in all upstairs bedrooms, along with two new downstairs front-facing windows. Additional highlights include a February 2025 water heater, pool cage installed in 2008 and rescreened in 2021 and a pool that was remarcited in 2017. Forest Lakes Country Club Estates is loved for its central Sarasota location, established neighborhood feel, larger lots and convenient access to some of the area’s best everyday amenities. From this location, you are close to shopping, dining, grocery stores, medical facilities, schools, parks, downtown Sarasota, Southside Village, Arlington Park, Gulf Gate, Siesta Key Beach and major roadways connecting you throughout Sarasota and Manatee counties. With its grand architecture, screened pool, updated roof, refreshed interior, golf course views, generous lot size and unbeatable central location, this classic Forest Lakes home offers space, character and the Sarasota lifestyle buyers are looking for. Schedule your private showing today!
Listing is courtesy of: KW SUNCOAST (941-792-2000)
Listing Agent: Ronald Pepka (941-877-1488)
5240 HYLAND HILLS AVE #1421, SARASOTA, FL 34241
$264,900244 Days on yellowkey MLS ID: A4668576
INCREASED by $15,900 (6.4%) on 06/15/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1684 Built: 2000 Tax: $4,146 (2024)Community: Heritage Oaks Golf & Country ClubCondo
Taxes:$4,146
Tax Year: 2024
Remarks: NEW & IMPROVED — Freshly Updated, Beautifully Furnished, and Truly Move-In Ready! Experience breathtaking panoramic views of the golf course, sparkling water, and surrounding preserve from this top-floor corner Abbey floor plan coach home in the highly sought-after Heritage Oaks Golf & Country Club. Offering 1,684 square feet of bright, open living space, this spacious 2-bedroom, 2-bathroom residence with a den and private garage has been thoughtfully refreshed and is ready for immediate enjoyment. Step inside to discover fresh interior paint, brand-new luxury vinyl plank flooring throughout, stylish new furnishings, and no carpet anywhere. The beautiful kitchen features white cabinetry, granite countertops, stainless steel appliances, and a breakfast bar, all opening seamlessly to the dining and living areas. Soaring vaulted ceilings and abundant natural light enhance the spacious feel. As a top-floor corner unit, you'll enjoy exceptional privacy and some of the most spectacular views in the community. Relax on the screened lanai while taking in sweeping water and golf course vistas and stunning Sarasota sunsets. The split-bedroom layout offers privacy for owners and guests alike, while the versatile den is perfect for a home office or additional guest space. Heritage Oaks Golf & Country Club has recently unveiled its beautifully renovated clubhouse, complementing an impressive amenity package that includes championship golf, Har-Tru tennis courts, five heated pools, a fitness center, on-site dining, and an active social calendar—all within a lush gated community. Located just minutes from downtown Sarasota, world-famous beaches, shopping, and dining, this beautifully updated home offers the perfect blend of comfort, convenience, and resort-style living. Simply bring your suitcase and start enjoying the Florida lifestyle.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Conner Ashley (941-374-1024)
2098 PALM VIEW RD, SARASOTA, FL 34240
$944,000131 Days on yellowkey MLS ID: A4680898
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3732 Built: 2004Monthly Fee: $47 Tax: $5,785 (2025)Community: Oak Ford Golf ClubSpa: YesSingle Family
Taxes:$5,785
Elementary School: Tatum Ridge Elementary
High School: Booker High
Middle School: McIntosh Middle
Remarks: If you're looking for room to breathe, privacy, and water views, look no further than 2098 Palm View Road. Set on nearly an acre in the private, deed-restricted community of Oak Ford, this updated residence offers a rare blend of openness and comfort. Overlooking 2 tranquil ponds, the property enjoys a peaceful, natural setting and offers more than 3,700 sf of living space. Recent improvements include a new roof in 2023, PGT impact windows and doors, and newer appliances, further enhancing the home’s appeal and move-in readiness. The 4 bedroom, 3 bathroom layout is designed for both comfortable everyday living and effortless entertaining. Vaulted ceilings and an open floorplan enhance the sense of scale, while PGT impact windows and doors provide added protection and efficiency. An oversized foyer creates a welcoming first impression and leads into the main living areas, where unique polished concrete flooring, a central gathering space, and a well-appointed kitchen with a gas range and island come together beautifully. The kitchen features custom solid-wood cabinetry, stone countertops, stainless steel appliances, an island with storage and seating, and generous prep space. The first-floor primary suite creates a private retreat with direct access to the screened outdoor patio and living area. Two additional bedrooms are located on the main level, while the second floor offers an expansive fourth bedroom or flexible bonus space ideal for a home office, gym, media room, or studio. Outdoor living is a standout feature of this expansive property. The screen-enclosed, heated pool and spa overlook a south-facing backyard with ample space for gardening or playing sports, with pond and lush preserve views.. A waterside fire-pit seating area and a shaded swing add additional inviting destinations and the perfect spots to end the day. This nearly one-acre homesite also includes an oversized 3-car garage and an extended driveway, allowing ample room for parking and storage. Oak Ford is known for its oversized parcels, custom-built homes, and peaceful setting. Just a short drive west, Waterside Place and Fruitville Commons offer upscale eating and activities. Just a little further, Downtown Sarasota offers acclaimed dining, arts, and waterfront experiences, while St. Armands Circle and the Gulf beaches — including Siesta Key, Lido Key, and Longboat Key — provide some of the area’s most celebrated coastal attractions. In this gorgeous home, you have access to everything Sarasota has to offer, and a sanctuary to retreat to.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Kelly Rosenberg (941-961-4948)
2948 CLARK RD #121, SARASOTA, FL 34231
$155,00015 Days on yellowkey MLS ID: A4691902
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 888 Built: 1973 Tax: $2,139 (2025)Community: Trinity VillageSpa: NoCondo
Taxes:$2,139
Elementary School: Gulf Gate Elementary
High School: Riverview High
Remarks: Welcome to Trinity Village — the best value currently available in the community! This beautifully updated 2-bedroom, 2-bath condo offers 888 SQFT of comfortable living space and stands out as the most affordable opportunity on the market in Trinity Village. Freshly painted and thoughtfully improved for today’s buyer, this move-in ready unit features new impact windows, updated ceiling fans, modern lighting, and upgraded electrical throughout for added style, comfort, and peace of mind. Previously used as a successful investment property, the condo has consistently generated between $1,500–$1,750 a month in annual rental income, making it an excellent option for both investors and owner-occupants alike. Residents of Trinity Village enjoy low HOA fees and an unbeatable location directly across the street from grocery stores, restaurants, shopping, and everyday conveniences. Plus, you’re only a short bike ride away from the world-famous Siesta Key beaches.
Listing is courtesy of: BETTER HOMES AND GARDENS REAL ESTATE ATCHLEY PROPE (941-556-9100)
Listing Agent: Kevin Bruinsma (616-308-7965)
2375 LAKESIDE MEWS #D2, SARASOTA, FL 34235
$200,000172 Days on yellowkey MLS ID: A4676142
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1560 Built: 1979 Tax: $3,668 (2025)Community: Meadowlake ICondo
Taxes:$3,668
Remarks: Amazing lake views! Check out the incredible amenities as well-tennis, pickleball, water aerobics, tai chi, yoga and more! Located just steps from the golf course, this rare and private three-bedroom, two bathroom townhouse is nestled in the highly sought-after community of The Meadows of Sarasota, just south of Benderson Park and UTC. Newer roof in 2023, community pool and access to other great amenities make this community exceptional. Come enjoy living in the most beautiful community for walking and biking paths in Sarasota. This two-story residence offers the convenience of main-level living with all essential amenities, including the laundry room located downstairs, providing an ideal layout for those who prefer fewer stairs while maintaining privacy for guests upstairs. The home features a spacious screened lanai with an extended paver patio out the back sliding glass doors, perfect for outdoor dining or relaxing beneath the shade of a mature oak tree. Constructed of durable concrete block, this villa offers a truly maintenance-free lifestyle, with exterior and yard maintenance handled by the HOA. Residents enjoy close proximity to the community pool and clubhouse, along with access to fitness facilities, social activities, walking and biking trails, green spaces, and optional golf, tennis, and pickleball through country club membership. Conveniently located near downtown Sarasota, UTC shopping and dining, I-75, and Sarasota’s renowned beaches, this 1,560-square-foot property is an exceptional opportunity not to be missed.
Listing Agent: Michele Tanner (941-894-5603)
9641 CASTLE POINT DR #1226, SARASOTA, FL 34238
$425,0007 Days on yellowkey MLS ID: A4696517
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1661 Built: 1995Monthly Fee: $605 Tax: $2,900 (2025)Community: Stoneybrook Fairway Verandas 2Spa: NoCondo
Taxes:$2,900
Remarks: Don't miss this great chance at an updated Abbey Condo with its top shelf views of the 4th fairway to the green and lake! New roofs installed in 2026! The sunny and bright glassed-in lanai for your daily sunsets boasting this corner unit, 2 bedrooms and Den with updated kitchen and baths and 6 impact windows! Entering the home through the front lanai area you will find the updated kitchen with stainless steel appliances, a brand-new refrigerator in June '26, stylish quartz counters, engineered wood floors, backslash, large drawers for easy access and a bay window in the dinette area. Large Primary suite with its own views of the course and lake and a slider to the lanai area, twin walk-in closets, updated tile throughout the Bath with modern glass walk-in shower and separate soaking tub, twin sinks. Lovely Den with twin doors and the corner building impact window, additional doorway to guest quarters. The guest quarters feature a modern shower bath along with its own walk-in closet. The open floor plan with its living/dining room combination has soaring ceilings and functional dry bar for entertaining. Laundry room offers side by side units and ample storage. One-car garage with its pull-down stairs for additional storage. Partially furnished unit. Community pool nearby with a screened in area for entertaining and relaxing. Stoneybrook of Sarasota, A premier member-owned country club is only a short distance from Siesta Key and offers easy access to shopping and borders the Legacy Trail. Ownership in Stoneybrook Golf and Country Club includes a completely updated 18 hole golf course in 2024, clubhouse and restaurant, Har-Tru tennis facility, well-equipped fitness center and additional club pool and spa. Nestled between Downtown Sarasota and Downtown Venice.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Kenneth Ipox (941-993-7279)
9866 CRYSTAL ISLES CIR, SARASOTA, FL 34241
$558,990Listed 06/15/2026 11:09AM MLS ID: A4697094
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1860 Built: 2026Monthly Fee: $308 Tax: $1,262 (2025)Community: Grand Park Phase 3A & 3BSingle Family
Taxes:$1,262
Elementary School: K-8 At Clark And Lorriane
Middle School: K-8 At Clark And Lorriane
Remarks: Discover the Florida lifestyle in this Dream 2 inventory home, ideally positioned with a west-facing backyard overlooking a 150-yard waterway. Enjoy stunning sunset views that provide a beautiful backdrop from the main living areas each evening. Offering 1,860 square feet of thoughtfully designed living space, this 3-bedroom, 2-bathroom home provides exceptional privacy, with two guest bedrooms situated separately from both the den and the spacious primary suite. The bright, inviting kitchen showcases elegant gold finishes and flows seamlessly into the open-concept living area, where colorful sunsets become part of the everyday experience. Storage is plentiful, featuring an oversized utility room, dual oversized walk-in closets in the primary suite, walk-in closets in both guest bedrooms, and an additional linen closet near the garage. This quick move-in opportunity offers outstanding value and a desirable waterfront setting.
Listing is courtesy of: NEAL COMMUNITIES REALTY, INC. (941-328-1111)
Listing Agent: John Neal (941-313-8575)
3165 REGATTA CIR, SARASOTA, FL 34231
$459,000109 Days on yellowkey MLS ID: A4683961
REDUCED by $5,900 (1.3%) on 06/05/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1193 Built: 1964Monthly Fee: $6 Tax: $3,638 (2025)Community: Gulf GateSingle Family
Taxes:$3,638
Remarks: Completely remodeled with all work permitted and completed to the highest standards, this move-in ready Gulf Gate home lives large and showcases exceptional quality, thoughtful design, and true craftsmanship. Live where others vacation — perfectly positioned just 2.4 miles from the nearest Siesta Key beach access, placing world-renowned white sand beaches and breathtaking Gulf sunsets just minutes from your doorstep! The designer-curated kitchen features solid wood white shaker cabinetry, premium quartz countertops, a custom tile backsplash, and new stainless-steel appliances. Just off the kitchen, a spacious dining area is anchored by a beautifully crafted custom solid wood banquette with an integrated bookcase, bench seating, and built-in storage — a rare and functional design feature. Both full bathrooms have been beautifully renovated with new vanities, updated countertops, and custom tiled showers. Additional interior upgrades include new luxury vinyl plank flooring, fresh interior and exterior paint, new doors and trim, and updated lighting & fixtures. Indoor laundry adds everyday convenience. Major system improvements provide peace of mind, including new PVC underground sewer drain lines, new water lines, a new water heater, updated electrical panel, HVAC (2020), and a *BRAND NEW ROOF* (2026)! All windows are equipped with hurricane shutters. Designed for seamless indoor/outdoor living, multiple sliding glass doors open to a spacious screened and covered back porch featuring upgraded Trex decking — the perfect space for morning coffee or relaxed evenings under the twinkle lights. The backyard is truly special, highlighted by a custom PAVER FIRE PIT with built-in bench seating. Enjoy fresh landscaping, a new front paver walkway, and a large fenced backyard. Covered carport parking includes an outdoor storage closet, plus an additional shell parking space which provides plenty of parking. Centrally located on a quiet circle in prime Gulf Gate, this home offers easy access to world-famous Siesta Key Beach and is within walking or biking distance to an array of local restaurants and shopping in Gulf Gate. Publix, Trader Joe’s and Costco are all just minutes away, and Gulf Gate Elementary School is right around the corner. Turnkey furnishing option is also available which could make for an easy second home. Bright, cheerful, and beautifully finished — this home is truly move-in ready! Buyer’s agent to verify all MLS information including room sizes, utilities and HOA if applicable.
Listing is courtesy of: CARMEL PROPERTIES (941-416-6300)
Listing Agent: Jonah Wright (941-932-1661)
5521 CHANTECLAIRE #21, SARASOTA, FL 34235
$314,500107 Days on yellowkey MLS ID: A4684320
REDUCED by $14,500 (4.4%) on 06/15/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1838 Built: 1985 Tax: $3,913 (2025)Community: ChanteclaireVilla
Taxes:$3,913
Elementary School: Gocio Elementary
Middle School: Booker Middle
Remarks: WELCOME HOME to this aggressively priced villa home located in on of Sarasota's most established Golf and Country Club communities in this wonderful 3 BEDROOM, 2 BATH Bright and Spacious Villa nestled in the well- established Villas of Chanteclaire in The Meadows Golf and Country Club. This villa offers the new buyer exciting opportunities to creatively update the current floor---a wonderful opportunity to your personal taste or simply just enjoy the decor 'as is'. Enjoy discovering the best use the tiled sunroom, lined with windows overlooking the garden area! The Villas' Roof is less than two years old. NO CCD Fee. Enjoy many miles of trail to walk, hike or bike. Fun for all to choose from. Located a short drive to University Town Center and the commercial surrounding areas designed for shopping, entertainment, and recreational pastimes of your choosing. So much fun close by. Year-round entertainment indoors and outside for local residents and for visitors alike. Oh, and do experience the NEW World Class Mote Marine Seaquarium.
Listing is courtesy of: ROSEBAY INTERNATIONAL REALTY, INC (941-366-7673)
Listing Agent: Jackie Woods (941-356-4093)
9940 CRYSTAL ISLES CIR, SARASOTA, FL 34241
$678,990Listed 06/15/2026 2:51PM MLS ID: A4697134
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2332 Built: 2026Monthly Fee: $337 Tax: $1,655 (2025)Community: Grand Park Phase 2Single Family
Taxes:$1,655
Remarks: This home perfectly blends comfort and natural beauty. Situated on a lush preserve homesite with a coveted west-facing backyard, it offers stunning sunset views framed by evergreen trees. Featuring 3 bedrooms, 3.5 bathrooms, a dedicated office, and a 2-car garage, the thoughtfully designed layout is ideal for both everyday living and entertaining. One of the secondary bedrooms features a private en-suite bathroom, providing a comfortable retreat for guests or family members. At the heart of the home, the spacious kitchen opens to the great room and expansive dining area, offering plenty of space for a large dining table—perfect for holiday gatherings, dinner parties, and daily living. Step outside to the screened and covered lanai, where you can relax and enjoy the tranquil preserve setting. Additional features include upgraded HVAC, impact-resistant windows, and outdoor kitchen pre-plumbing. Quick move-in opportunity available.
4205 CASTLEBRIDGE LN #1112, SARASOTA, FL 34238
$275,000117 Days on yellowkey MLS ID: A4682787
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1068 Built: 1999 Tax: $3,260 (2025)Community: Pinestone At Palmer RanchCondo
Taxes:$3,260
Remarks: Palmer Ranch Condo close to Siesta Key and Lagacy bike/walking trail - Move in condition - Ceramic tile in living area - Bedrooms are both carpet - Glass enclosed lanai - New AC February 2026 - Outside storage room for bikes/beach chairs etc - Gated community with junoir olymnic sized heated pool hot tub/spa - Lighted tennis and pickle ball courts - basketball court - bicycle stands - BBQ/picnic area - Clubhouse includes fitness center - billard and card rooms - library and private 32 seat movie theatre - Pinestone is 1/2 mile to Sarasota Square Mall, Costco, YMCA, theatre and dining
Listing is courtesy of: COLDWELL BANKER SARASOTA CENT. (941-487-5600)
Listing Agent: Robert Agnello (941-928-1328)
6563 BIG BAYOU DR, SARASOTA, FL 34241
$624,990217 Days on yellowkey MLS ID: A4671778
REDUCED by $5,000 (0.8%) on 05/13/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2064 Built: 2026Monthly Fee: $330 Tax: $1,696 (2025)Community: Grand Park Phase 2Single Family
Taxes:$1,696
Remarks: Under Construction. Welcome to the White Star by Neal Communities, a beautifully designed 3-bedroom home that blends privacy, luxury, and functionality. This spacious floor plan spans 40 feet wide and features an oversized den, a long, trayed-ceiling foyer, and a true butler’s kitchen—perfect for both everyday living and entertaining. The extra-long living room separates the primary suite from the guest bedrooms, offering a thoughtful sense of privacy. The on-trend kitchen showcases a dark-stained wood island paired with bright white linen cabinetry and white quartz countertops, creating a perfect balance of warmth and sophistication. Enjoy south-facing backyard views that capture full Florida sun throughout the day while overlooking a unique littoral shelf and nature preserve—a truly serene and environmentally distinctive setting. Just a short stroll to the community amenity center, you’ll have access to two resort-style pools, a stunning clubhouse, and more. Experience refined Florida living in the White Star—where modern design meets natural beauty.
3720 ALLENWOOD ST, SARASOTA, FL 34232
$499,90067 Days on yellowkey MLS ID: A4689606
REDUCED by $20,000 (3.8%) on 05/18/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1683 Built: 1971 Tax: $2,836 (2025)Community: Glen Oaks Cntry Club EstatesSpa: YesSingle Family
Taxes:$2,836
Elementary School: Tuttle Elementary
Remarks: Welcome to this well-maintained, zen-inspired pool home in the Glen Oaks Country Club Estates community of Sarasota, offering a functional layout, recent upgrades and convenient access to the area’s key destinations. Perfect home for season or an investment property as short term rentals are permitted. Set on a 0.22-acre lot, this single-family home features 2,115 total square feet of living space with two bedrooms, two baths, a Florida room and a two-car garage. The interior includes new luxury vinyl tile flooring a flexible floor plan designed for everyday living, designer finishes, a ship-lapped accent wall and crown molding. A separate dining room and additional flex space provide options for a home office or study. The kitchen is appointed with granite countertops and connects seamlessly to the main living areas. The primary suite offers a walk-in closet and shower with designer finishes. Outdoor features include a south-facing pool enclosed within a spacious screened lanai, creating a private and peaceful setting for year-round use. The fully fenced yard includes a dedicated dog run, while xeriscape landscaping supports low-maintenance living. Recent improvements include a roof, A/C, and water heater replacement in 2023 as well as all new plumbing lines in 2026. Hurricane shutters are in place. The property is not located in a flood zone, and the homeowner's association fee is voluntary. You could not ask for a better central location near Bobby Jones Golf Course and the Ed Smith Stadium, home to the Orioles Spring Training; this residence is within approximately three miles of downtown Sarasota, with access to Gulf beaches, dining and cultural amenities, as well as being only six miles from the UTC mall, offering great shopping, dining and entertainment options close by. This home is move-in-ready and represents pride of ownership with many unique features.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Lori Carey, Llc (941-780-3427)
5880 MIDNIGHT PASS RD #704, SARASOTA, FL 34242
$1,495,00098 Days on yellowkey MLS ID: A4685065
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1498 Built: 1982 Tax: $11,276 (2025)Community: CasarinaSpa: YesCondo
Taxes:$11,276
Remarks: You will melt away on Crescent Beach's powder/sugary white sand and float away in the shimmering waters of the Gulf of Mexico. This residence has been beautifully renovated to provide the ultimate beach home for you to call your own. The kitchen area features a day bed and a custom wood top island. Enjoy your morning coffee or sunset drink on your private lanai. Residents enjoy the heated pool/spa with cabana and outdoor kitchen, two grilling areas, a sunset beachside deck and lighted pickle ball/tennis courts. You will appreciate the on-site management office, fitness room and large community center. Come see for yourself what Casarina offers for fine beachside living.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Linda Stowe (941-228-5685)
4652 OAK HOLLOW DR #19, SARASOTA, FL 34241
$215,00010 Days on yellowkey MLS ID: A4696117
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1679 Built: 1980Monthly Fee: $60 Tax: $2,291 (2025)Community: HammocksVilla
Taxes:$2,291
Elementary School: Lakeview Elementary
Middle School: Sarasota Middle
Remarks: Rarely does a corner-unit villa with such an expansive yard become available. Offering a solid foundation and potential to make it your own, this 3 bedroom, 2 bath residence is located within Hammocks 1, a well-established subdivision in the gated community of Bent Tree that offers maintenance-free living with no age restrictions. With 1,679 square feet of living space, the home features a newer roof (2024) and A/C system (2020), providing peace of mind for years to come. Offered furnished, this property presents a convenient opportunity for seasonal residents or year-round homeowners alike. The screened lanai provides the perfect setting for outdoor dining or enjoying a quiet morning coffee while taking in the peaceful natural surroundings. Frequent visits from birds and deer add to the charm of this unique homesite. Ideally positioned on a quiet, low-traffic street, this property enjoys one of the more desirable settings within Hammocks 1. Additional highlights include a two-car garage, indoor laundry, spacious primary suite with a walk-in closet, and beautifully tree-lined streets that add to the character of the community. Notably, the property is not located within a flood zone, offering added confidence for future owners. Conveniently located just minutes from everyday essentials, including Publix, Walmart, Home Depot, and University Town Center, with easy access to I-75 and a short drive to Sarasota's renowned beaches, dining, and entertainment. Opportunities to secure a corner-unit homesite with this much outdoor space in Bent Tree are few and far between. Schedule your showing today and discover why so many residents love living here.
Listing Agent: Daniel Carrozzo (941-400-8462)
1865 ORCHID ST, SARASOTA, FL 34239
$1,795,00074 Days on yellowkey MLS ID: A4688669
REDUCED by $100,000 (5.3%) on 06/15/2026
Bed: 4 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 2252 Built: 1953 Tax: $17,715 (2025)Community: Poinsettia Park 2Spa: YesSingle Family
Taxes:$17,715
Elementary School: Southside Elementary
Remarks: Welcome to your dream home in Sarasota’s coveted West of Trail neighborhood—one of the area’s most sought-after locations, known for its quiet, tree-lined streets, upscale homes, and unbeatable proximity to the water. This beautifully designed 4-bedroom, 3-bathroom residence offers the perfect blend of comfort, style, and income potential, complete with a spacious garage for added convenience. Inside, you’ll find a thoughtfully curated layout that effortlessly balances everyday living with entertaining, featuring open, inviting spaces filled with natural light. Step outside to your own private retreat. The brand-new heated pool and spa create a true Florida oasis—perfect for relaxing afternoons, entertaining guests, or enjoying warm evenings year-round. Living West of Trail means being just moments from the best of Sarasota. You’re minutes to the powdery white sands of Siesta Key Beach, consistently ranked among the top beaches in the country, as well as the vibrant culture, dining, and shopping of Downtown Sarasota. The area is prized for its blend of coastal charm, walkability, and access to top-rated schools, making it highly desirable for both homeowners and vacation guests. Whether you’re seeking a personal retreat, a luxury vacation home, or a high-performing investment property, this residence delivers on every level. Don’t miss the opportunity to own a move-in-ready home in one of Sarasota’s premier locations.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Tina Ellis (512-550-1117)
7607 PRESERVES CT, SARASOTA, FL 34243
$379,00033 Days on yellowkey MLS ID: A4691780
4 Days Off yellowkey (back on 6/15/2026)
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1515 Built: 1997 Tax: $4,145 (2025)Community: The Preserves At Palm-AireCondo
Taxes:$4,145
Elementary School: Kinnan Elementary
High School: Braden River High
Middle School: Braden River Middle
Remarks: Welcome to “The Preserves at Palm Aire.” This brightly elegant home has an en-suite master bedroom, a second bedroom, a second bathroom and a den that can be converted into an office or a third bedroom as well as a roomy kitchen with two pass throughs to the living area….. As you enter the home from the brick paved courtyard through the glass inlaid mid-century-modern front door, you will become immersed in the open concept floor plan. Large windows and high ceilings provide an airy experience where one can flow through the living-dining room to the expanded enclosed lanai and out into the spacious grass yard. Hurricane windows and slider door installed in 2022. There is no need for window treatments as there are plantation shutters on every window throughout the home…. the attached garage has a terrazzo floor that can easily hold a car/suv, plus a golf cart, boxes of Christmas decorations, tools and a snowblower….. Palm-Aire is a master planned community near the border of Sarasota and Manatee counties. It is well situated to downtown Sarasota, the Sarasota Airport, the UTC Mall and I-75….. The Preserves is a charming neighborhood within the greater Palm-Aire community…..This Villa is a short walk from the Palm-Aire Country Club and Golf Course. Membership in the club is not required. However, several levels of Social Participation are available for those who do not hit the little white (or pink) ball but who want to join in the non-golf activities..........Please see the attached pictures with descriptions to get a better understanding of the features of this wonderful home..........Photos taken with furniture that has since been removed.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Bob Keir (412-977-3064)
5880 MIDNIGHT PASS RD #804, SARASOTA, FL 34242
$1,350,000137 Days on yellowkey MLS ID: A4680425
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1498 Built: 1982 Tax: $11,821 (2025)Community: CasarinaSpa: YesCondo
Taxes:$11,821
Elementary School: Phillippi Shores Elementary
Remarks: An unusual price for an unusual seaside residence. Completely renovated with stunning views from every window. Enjoy your morning coffee on the lanai and relish the downtown skyline as well as the Gulf of Mexico and Siesta Beach. Renovations include completely repainted, impact resistance windows, new interior doors, closet organizers and new front door. Casarina amenities include heated pool/spa, pickle ball/tennis courts, exercise room, gas grills, etc. This is worth a visit to see everything you can bring into your life.
8889 ENCLAVE CT, SARASOTA, FL 34238
$1,550,0008 Days on yellowkey MLS ID: A4696410
Bed: 3 Bath: 2.5 Gar: 3 Liv Area Sq Ft: 3080 Built: 2004Monthly Fee: $589 Tax: $6,490 (2025)Community: Enclave At Silver OakSpa: NoSingle Family
Taxes:$6,490
Elementary School: Laurel Nokomis Elementary
High School: Venice Senior High
Remarks: Exquisite custom-built pool home nestled within the prestigious guard-gated community of Silver Oak at Palmer Ranch. Surrounded by lush tropical landscaping, this exceptional residence showcases timeless craftsmanship, welcoming you with a paver driveway, spacious 3-car garage, and impressive wood double-door entry. Impeccable attention to detail is evident throughout, with travertine tile flooring, recessed lighting, crown molding, elegant tray and coffered ceilings, and thoughtfully designed living spaces. Designed with entertaining in mind, the formal dining room flows seamlessly into an oversized sunken wet bar featuring custom wood cabinetry, refrigerator and dishwasher, creating a sophisticated gathering space. Chef’s kitchen showcasing custom rich wood cabinetry, under-cabinet lighting, pullout shelving, granite countertops, stainless steel appliances, center island, breakfast bar seating and a sunny breakfast nook with aquarium window overlooking the pool. The spacious living room embraces Florida living with pocket sliding glass doors that open completely to reveal breathtaking views of the outdoor oasis. Step outside to the expansive screened lanai featuring a Pebble Tec pool, Pentair pool heater for year-round enjoyment, charming mermaid fountain, and a fully equipped outdoor kitchen complete with a Lynx grill, refrigerator, and bar seating. The primary suite serves as a private retreat, offering a tray ceiling, two custom walk-in closets, and a spa-inspired ensuite bath with dual granite vanities, abundant storage, soaking tub, walk-in shower, and private water closet. The desirable split-bedroom floor plan provides privacy for guests with their own wing, dedicated bathroom, and direct access to the pool area. Additional features include a private den with custom built-in desk and wall system, powder bath, laundry room with Samsung front-load washer and dryer (2024), built-in cabinetry and utility sink, security alarm system, central vacuum, and a replaced water heater (2024). Silver Oak is a highly sought-after 24-hour guard-gated community with no CDD fees and maintenance-free lawn care included. Perfectly positioned in Palmer Ranch between Sarasota and Venice, this exceptional location offers easy access to the Legacy Trail, premier shopping and dining, championship golf, entertainment, vibrant downtown districts, and the renowned beaches of Siesta Key and Nokomis.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Judy Nimz (941-374-0196)
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