Location: Sarasota , 34239
Do Not Show Listings
1365 HARBOR DR, SARASOTA, FL 34239
$5,495,000137 Days on yellowkey MLS ID: A4672827
REDUCED by $490,000 (8.2%) on 04/11/2026
Bed: 4 Bath: 4.5 Gar: 6 Liv Area Sq Ft: 4978 Built: 2018 Tax: $34,839 (2025)Community: Harbor AcresSpa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$34,839
Elementary School: Southside Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: Located within highly desirable Harbor Acres—Sarasota’s premier neighborhood—this masterful three-story contemporary residence, designed by renowned architect Mark Sultana of DSDG Associates, stands as a testament to uncompromising vision and peerless craftsmanship. From the hand-selected hardware to the custom Italian floating staircase that appears to defy gravity, every detail has been curated with deliberate intention, resulting in a living experience that elevates luxury to an art form. Flooded with natural light and framed by soaring ceilings and expansive walls of glass, the interiors unfold with effortless grace and architectural precision. The heart of the main living area is an open-concept great room, anchored by a chef’s kitchen of exceptional caliber. A suite of Miele appliances—including a built-in espresso maker, induction cooktop, warming drawers, dual microwaves, and a full-height wine tower—pair beautifully with sleek Dekton countertops and custom Westwood cabinetry. A hidden butler’s pantry with Sub-Zero refrigeration ensures effortless hosting. The adjacent dining and lounge areas extend naturally to the expansive covered balcony, which overlooks the serene pool and private backyard and features a summer kitchen with built-in grill and a thermally modified wood ceiling designed for year-round outdoor living. The main level’s north wing is reserved for the dual-owner’s suite, boasting two private retreats (one currently serving as a refined home office) connected by an indulgent spa bath with floating vanities, dual rain showers, a sculptural soaking tub, heated towel racks, and elegant Italian Presotto custom walk-in closets. The third level has a library/media room that can easily transition into a two-room guest suite via sliding doors, and an additional bedroom suite. Two full baths support this level, ensuring comfort and privacy for guests. Other features include a high-end audio-visual system with hard wired speakers throughout, custom Crestron blinds and internal/external lights with remote control access through both phone and iPad. Five Luma exterior cameras are hard wired with remote access, real time monitoring and recording. Outside, the backyard beckons as a tranquil oasis with a sleek heated pool and spa and a covered seating area surrounded by lush bamboo for privacy. A standalone guest house—complete with a full bath, coffee bar, and mini-fridge—offers visitors independence while remaining closely connected to the main residence. Crowning the home, the rooftop terrace provides panoramic 180 degree views spanning Sarasota Bay, the Ringling Bridge, Longboat Key, Siesta Key, and downtown Sarasota—an ideal spot for evening gatherings, sunset views, or quiet reflection. For the automobile enthusiast, two climate-controlled garages with epoxy flooring and commercial-grade doors accommodate up to six vehicles, along with generous storage and a dedicated gym opening onto the pool terrace. Every facet of this home’s design, execution, and livability transcends the expected, delivering a residence that is as visually stunning as it is intuitively functional—a modern masterpiece just minutes from downtown Sarasota’s vibrant Bayfront, yet serenely tucked away in its own private enclave of refined coastal elegance.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Kim Ogilvie (941-951-6660)
1671 ARLINGTON ST, SARASOTA, FL 34239
$2,995,00043 Days on yellowkey MLS ID: A4684899
Bed: 5 Bath: 5.5 Liv Area Sq Ft: 3564 Built: 2026 Tax: $10,197 (2025)Community: Lewis Combs SubSpa: YesSingle Family
Taxes:$10,197
Remarks: Located West of Trail, this beautiful new construction five-bedroom, five-and-a-half-bathroom residence captures the essence of Sarasota living. Designed with both comfort and entertaining in mind, the home features expansive sliding glass doors that open the main living areas to a private pool and outdoor gathering space, creating a seamless connection between indoor and outdoor living. Inside, generous living spaces, clean architectural lines, and refined finishes create a warm yet modern atmosphere. The open-concept layout centers around a spacious kitchen and living area, ideal for everyday living while also providing an elegant setting for hosting family and friends. Upstairs, well-appointed bedroom suites give privacy and flexibility, while the primary suite provides a peaceful retreat with a spa-like bath and thoughtfully designed closet space. Every detail of the home has been carefully considered to deliver both functionality and timeless style. Thoughtfully designed for comfort and ease, the property offers a low-maintenance lifestyle that appeals to both full-time residents and seasonal owners looking for a lock-and-leave Sarasota home. Ideally located just minutes from Southside Village, downtown Sarasota, Sarasota Memorial Hospital, and the Gulf beaches, the home places you close to the best dining, shopping, and coastal experiences the area has to offer while maintaining the quiet charm that has long made West of Trail one of Sarasota’s most desirable neighborhoods.
Listing Agent: Steven Moore (401-767-7180)
2749 ORCHID OAKS DR #302, SARASOTA, FL 34239
$260,00039 Days on yellowkey MLS ID: A4685445
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1365 Built: 1980 Tax: $3,014 (2025)Community: Orchid Oaks ICondo
Taxes:$3,014
Elementary School: Phillippi Shores Elementary
Remarks: Ideally located in the centrally positioned community of Orchid Oaks, this beautifully updated 2-bedroom, 2-bath, 1,365-sq-ft third-floor condominium offers comfortable living with convenient access to the best of Sarasota. Inside, the residence features a thoughtfully updated kitchen with granite countertops and stainless-steel appliances, complemented by generous cabinetry and workspace. The open living and dining areas create an inviting atmosphere for everyday living and entertaining, while the screened lanai provides a peaceful place to relax and enjoy the surrounding tropical setting. The condominium presents an excellent opportunity for seasonal enjoyment, full-time living, or income potential. The rental policy allows a 30-day minimum lease, up to three times per year. Orchid Oaks residents enjoy beautifully maintained grounds and a variety of community amenities. The clubhouse and pool overlook scenic Phillippi Creek, and residents may reserve the clubhouse once per month at no cost for private gatherings. The community also features gazebos, walking trails, a dog run, and a peaceful creekside dock, providing multiple spaces to enjoy the property’s natural beauty. Located just minutes from Downtown Sarasota, Siesta Key’s renowned beaches, shopping, dining, golf courses, and Sarasota-Bradenton International Airport, this residence offers both tranquility and convenience. A wonderful opportunity to enjoy relaxed condominium living in a charming Sarasota setting. The residence is currently tenant-occupied through May 31.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Evan Weber (941-287-9700)
3142 ROSE ST, SARASOTA, FL 34239
$685,000165 Days on yellowkey MLS ID: A4670695
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1885 Built: 1972Monthly Fee: $17 Tax: $4,679 (2025)Community: South GateSpa: NoSingle Family
Taxes:$4,679
Elementary School: Wilkinson Elementary
Remarks: Look no further, you have found your perfect new home! Located in ultra-convenient & Mid-Century-hip South Gate, this sophisticated property has it all – from the completely updated (to the studs) interior to important useful updates such as NEW plumbing & IMPACT windows, it is simply gorgeous and move-in ready. The photos speak for themselves and functionally it will completely wow, with a NEW AC, NEW electrical, NEW insulation, NEW hot water heater, NEWER roof (now with third nail for max wind mitigation credit), NEW sleek kitchen appliances, recessed LED lighting, and impact windows throughout. Everything is done so you can simply move in and enjoy! The tidy and stylish curb appeal sets the scene with a spacious 2-car garage & new plantings, then open the front door to find an expansive & airy living & dining area that flows nicely into to the completely updated & sleek kitchen. You’ll love the Samsung French door fridge & range, Maytag dishwasher, quartz countertops, sparkling backsplash, soft-close drawers & cabinetry, as well as the new SPC LVT-style plank flooring throughout. Totally updated baths with chic & expertly chosen finishes are the cherry on top. The split floor plan is sure to appeal, and a huge bonus room & inside laundry room really add to the functionality of the home. Outside you will enjoy getting some sun on the brand-new deck, while reveling in the green surroundings and privacy this large lot offers. The location here cannot be beat; 10 minutes to downtown, Siesta Key, and the interstate, and just slightly more to lively St. Armands Circle and Lido Beach. A Legacy Trail entrance just a mile away is also wonderful for cyclists or those who appreciate nature. This home is immaculate and a must-see on every level so please schedule your visit today!
Listing Agent: Allison Werner (941-961-3212)
3636 MINEOLA DR, SARASOTA, FL 34239
$844,00016 Days on yellowkey MLS ID: A4688287
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
Remarks: 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 is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Tracy Anderson (214-621-6128)
3345 BAHIA VISTA ST, SARASOTA, FL 34239
$1,00045 Days on yellowkey MLS ID: A4684746
0 Days Off yellowkey (back on 4/9/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 968 Built: 1940 Tax: $4,614 (2025)Community: Bay View AcresSingle Family
Taxes:$4,614
Elementary School: None
High School: None
Middle School: None
Remarks: Auction Property. An outstanding auction opportunity in prime area of Pinecraft Fl. Offering 2 homes nestled side by side individually or in combination. Strategically located on Bahia Vista St. and Graber Ave, this offering presents commercial exposure or residential dwellings, as well as investor opportunity with good rental history and income or to redevelop and repurpose. With well over a ¼ acre of land, this offering presents large land area with existing homes and positive cash flow. Neither property had any flooding or hurricane impact from 2024 storms. Don’t hesitate on this rare opportunity in the heart of it all! 3345 Bahia Vista St., Sarasota FL: This stick-built ranch home offers 968 ft² of total living area nestled on a 91.9’x100’ lot with access from both Bahia Vista & Graber. The home features 2 units each with 1 bedroom, full bath, living room, and kitchen. Unit 1 has an additional laundry area. The utilities include electric heat & air with updated A/C unit, mini split & public water & sewer. The home has yearly pest service with transferring guarantee. The lot offers a shed and shuffleboard court and plenty of room for expansion or redevelopment.
Listing is courtesy of: KAUFMAN REALTY & AUCTIONS (330-231-4211)
Listing Agent: Curtis Yoder (330-204-2447)
3315 FRY ST, SARASOTA, FL 34239
$1,00060 Days on yellowkey MLS ID: A4682832
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 520 Built: 1950 Tax: $3,809 (2025)Community: PinecraftSingle Family
Taxes:$3,809
Remarks: Auction Property. Fractional Ownership. Live auction 3/312026 12:00 PM - Just down from Pinecraft Park, this quaint ranch home comes available with lots of appeal. The home features 2 bedrooms, full bath, living room, kitchen, and dining area. There is front porch perfect for relaxing and visiting with neighbors as well as an enclosed rear porch with laundry area. Concrete drive and a nice storage building complete the improvements. The home sits on 2 – 40’x40’ Pinecraft lots providing access from Fry or Yoder Ave and the lots are not in the flood plain. Join us for the preview or schedule your own private showing and join us for this exciting auction.
2311 SUNNYSIDE PL, SARASOTA, FL 34239
$625,00014 Days on yellowkey MLS ID: A4688119
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 2218 Built: 1957 Tax: $6,298 (2025)Community: Sunnyside ParkSingle Family
Taxes:$6,298
Remarks: Welcome to this SOUTHGATE pool home in the heart of Sunnyside Park—one of Sarasota’s most sought-after neighborhoods. Recently refreshed with fresh interior paint, this well-maintained 3-bedroom, 2-bath residence blends timeless character with thoughtful updates, offering comfort, functionality, and move-in-ready appeal. Inside, you’ll find a spacious layout highlighted by a brick-accented living room that brings warmth and charm. Natural light pours in through large windows and enclosed sliding doors, brightening both the main living space and separate dining area. Terrazzo floors run through most of the home, adding durability and classic Florida style. The split-bedroom floor plan provides ideal privacy, with a generously sized primary suite featuring its own en-suite bath. Step outside to your private Florida retreat, set on an extra-large lot. A screened lanai transitions seamlessly to a paved patio and open pool area, ideal for entertaining or relaxing in the sunshine year-round. The fully fenced backyard offers both privacy and space to spread out, while the oversized driveway provides ample parking. Located just minutes from US41, Siesta Key Beach, and downtown Sarasota, and zoned for top-rated schools including Southside Elementary and Brookside Middle, this home also places you close to Arlington Park’s trails, fitness center, and aquatic complex. With its fresh updates, flexible living spaces, and prime central location, this Southgate pool home is ready for its next owner—schedule your showing today.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Rachel Tritschler (941-993-5892)
2200 BAHIA VISTA ST #B8, SARASOTA, FL 34239
$210,0009 Days on yellowkey MLS ID: TB8491429
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 982 Built: 1980 Tax: $2,699 (2025)Community: Cordova Gardens IvCondo
Taxes:$2,699
Remarks: Location, charm, and opportunity come together in this truly one-of-a-kind condominium in Cordova Gardens. Tucked among lush greenery just minutes from downtown Sarasota and the world-famous beaches of Siesta Key, this cozy “treehouse” residence offers the perfect blend of privacy, character, and potential—ideal as a personal retreat or an income-producing property. Set on the second level, this 2-bedroom condo welcomes you with warm wood accents, including beautiful cedar stairs that add to its inviting, natural feel. The standout feature is the unique upstairs loft—one of the few in the community—complete with two large storage closets, making it perfect for a home office, creative space, or additional lounge area. Natural light pours in from every angle, with sliding glass doors and windows framing tranquil treetop views that give the home its signature treehouse ambiance. Multiple screened balconies off the bedrooms, living room, and kitchen create a seamless indoor-outdoor flow, allowing you to enjoy gentle breezes and peaceful surroundings throughout the day. The kitchen features newer stainless steel appliances, offering a modern head start for your own design vision. With a little creativity, this space can easily be transformed into a stylish, photo-worthy retreat with a downtown loft vibe. Cordova Gardens is a small, quiet, and friendly community ideally located just about a mile from downtown Sarasota and the North Bridge to Siesta Key. Enjoy convenient access to shopping, dining, arts, and entertainment—while still coming home to a peaceful, tucked-away setting.
Listing is courtesy of: HORIZONS BY THE SEA, INC (239-394-8655)
Listing Agent: Christian Tateo (239-580-7786)
2232 BAHIA VISTA ST #A1, SARASOTA, FL 34239
$210,0009 Days on yellowkey MLS ID: TB8491201
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 982 Built: 1979 Tax: $2,734 (2025)Community: Cordova Gardens ICondo
Taxes:$2,734
Remarks: Location truly makes all the difference—and this one delivers. Welcome to Cordova Gardens, a charming and peaceful community surrounded by lush, mature landscaping and ideally situated in the heart of Sarasota. Just minutes from the area’s world-renowned beaches, vibrant downtown, and iconic St. Armands Circle, you’ll have effortless access to boutique shopping, top-rated restaurants, Sarasota Memorial Hospital, art galleries, local theaters, Selby Gardens, and everything that makes this coastal lifestyle so special. This spacious ground-floor 2-bedroom, 2-bath condo offers both comfort and convenience with an inviting open-concept living and dining area, perfect for relaxing or entertaining. Ceramic tile flooring runs throughout, creating a clean, cohesive look, while the kitchen is equipped with stainless steel appliances and a convenient stacked washer and dryer. Natural light fills the home, enhanced by multiple sliding glass doors that invite in warm Florida sunshine and gentle tropical breezes. Step outside to your screened-in lanai and two private outdoor patios—ideal for enjoying a quiet morning coffee or unwinding with evening refreshments. Cordova Gardens residents enjoy a variety of amenities, including a welcoming clubhouse, a heated community pool, assigned parking, ample guest parking, and covered bike storage. With maintenance-free living, you can spend less time on upkeep and more time enjoying everything Sarasota has to offer.
3700 S OSPREY AVE #205, SARASOTA, FL 34239
$237,0009 Days on yellowkey MLS ID: TB8494655
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 991 Built: 1979 Tax: $2,548 (2025)Community: Plaza GardensCondo
Taxes:$2,548
Remarks: This fully renovated West-of-the-Trail condominium offers a rare opportunity to enjoy one of Sarasota’s most desirable locations at an approachable price point. Thoughtfully updated with custom imported Italian cabinetry and modern finishes, the residence features generous, well-proportioned living spaces that provide a level of comfort and openness not typically found in this price range. The building’s solid concrete construction ensures exceptionally quiet interiors, while elevator access and an in-unit washer and dryer add everyday convenience, complemented by additional shared laundry facilities. Residents are welcomed by a charming interior courtyard with mature tropical landscaping, creating a peaceful and inviting atmosphere. Ideally located just 10–15 minutes from Siesta Key Village and its world-renowned beaches, this condo is also minutes from Southside Village on Hillview Street, where you’ll find popular dining spots such as Libby’s Neighborhood Brasserie, Veronica Fish & Oyster, Morton’s Gourmet Market, and Pacific Rim. Everyday essentials are within easy reach, including Trader Joe's, Publix, and Sarasota Memorial Hospital, along with additional shopping and dining along US-41 near Bay Road. While the community offers a more relaxed lifestyle without resort-style amenities such as a pool or gym, it makes up for it with larger living spaces, quiet construction, and an unbeatable location. This is an outstanding opportunity to own a move-in-ready Sarasota condo near Siesta Key at a highly competitive price.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Roman Donato Ruiz (813-619-0792)
2314 PROSPECT ST, SARASOTA, FL 34239
$2,275,00043 Days on yellowkey MLS ID: A4684572
Bed: 5 Bath: 5.5 Gar: 2 Liv Area Sq Ft: 3651 Built: 2024 Tax: $18,837 (2025)Community: Loma Linda ParkSpa: YesSingle Family
Taxes:$18,837
Elementary School: Alta Vista Elementary
Remarks: A statement of modern elegance in the heart of Sarasota, this exceptional Arlington Park residence delivers refined luxury, architectural presence, and elevated design at every turn. Offering 5 bedrooms, 5.5 bathrooms, and 3,651 square feet under air, this custom-built home was thoughtfully designed for those who appreciate both sophisticated entertaining and comfortable everyday living. From the moment you enter, soaring 12-foot ceilings and a dramatic staircase create an unforgettable first impression. The main living spaces are open, expansive, and filled with natural light. A designer kitchen anchors the home, showcasing solid wood cabinetry, quartz countertops, an oversized waterfall island, and premium Thermador appliances which are perfectly suited for culinary enthusiasts and elegant gatherings alike. A custom built-in feature wall enhances the living area with both style and function. Sliders seamlessly connect indoor and outdoor spaces, creating effortless Florida living. A private first-floor office offers a quiet retreat for work or study. Upstairs, 10-foot ceilings and rich hardwood flooring continue the home’s elevated aesthetic. The owner’s suite is a true sanctuary, complete with a private balcony overlooking the backyard, custom vanity, a soaking tub, and an oversized walk-in shower finished with striking designer tile. Each additional bedroom features its own en-suite bath and walk-in closet, ensuring comfort and privacy for family and guests. A spacious second-floor den provides flexible space for a media room, lounge, or game area. The outdoor setting rivals a private resort. The saltwater pool with waterfall and sun shelf is complemented by a spa, outdoor shower, and dedicated pool bath. A modern aluminum pergola adds architectural interest and shaded relaxation, while the lanai invites seamless entertaining year-round. No detail was overlooked: impact-rated windows and doors, epoxy-finished 2.5-car garage, irrigation system, integrated indoor/outdoor speakers, pre-wiring for security cameras, and dual A/C systems for optimal efficiency. Located in highly desirable Arlington Park, this home places you minutes from downtown Sarasota, Sarasota Memorial Hospital, and the area’s renowned dining and cultural destinations. World-class beaches including Siesta Key and Lido Key are just a short distance away. This is more than a home...it is a lifestyle defined by quality, design, and distinction. All information provided by the sellers is deemed reliable but is not guaranteed. Buyers are encouraged to verify all information independently.
Listing Agent: Lisa Kroshus (941-303-3429)
1780 SPRING CREEK DR, SARASOTA, FL 34239
$1,445,00066 Days on yellowkey MLS ID: A4681932
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1595 Built: 1954 Tax: $5,650 (2025)Community: Shoreland WoodsSpa: YesSingle Family
Taxes:$5,650
Remarks: Architectural character, curated design, and resort-style outdoor living define this exceptional Sarasota residence at 1780 Spring Creek Drive. Privately positioned behind a gated entry and surrounded by lush tropical landscaping, this distinctive home offers a refined Florida lifestyle with thoughtful upgrades, timeless style, and true peace of mind. Located in one of the the location that Sarasota has to offer. Inside, the home welcomes you with soaring ceilings accented by exposed beams, expansive windows, and an open, light-filled layout that blends modern design with everyday comfort. Warm wood tones, clean architectural lines, and carefully selected finishes create a sophisticated yet relaxed ambiance throughout the main living spaces. The updated kitchen is designed for both beauty and function, featuring luxury appliances, sleek cabinetry, stone countertops, and a statement glass-topped bar, ideal for entertaining or casual dining. The kitchen flows seamlessly into the living and dining areas, creating an inviting environment for gatherings large and small. The primary suite serves as a private retreat, offering tranquil garden views, direct access to the outdoor living area, and a spa-inspired bath adorned with striking mosaic tile, modern fixtures, and a glass-enclosed walk-in shower. Additional bedrooms are thoughtfully arranged to provide flexibility for guests, a home office, or creative space. Step outside to the screened lanai and resort-style pool and spa, where privacy and lush landscaping create a serene oasis. Recent upgrades include a new pool filter, enhancing efficiency and ease of ownership, while covered seating areas invite year-round outdoor enjoyment. Beyond its aesthetic appeal, this home is equipped with premium infrastructure upgrades designed for long-term comfort and reliability. A Generac natural gas generator powers the entire home and pool, providing seamless backup during outages. The roof is approximately six years old, plumbing lines have been professionally blown out and cleaned, and the property is located in a no flood zone for added peace of mind. The home is serviced by city water, complemented by a deep water irrigation well that keeps the lush landscaping thriving while helping reduce utility costs. Aerial views highlight the home’s generous lot, mature greenery, and prime Sarasota location—just minutes from downtown Sarasota, world-renowned beaches, shopping, dining, and cultural attractions. Distinctive, upgraded, and effortlessly livable, 1780 Spring Creek Drive delivers a sophisticated Sarasota lifestyle without compromise.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Adnan Dedic (941-726-2917)
2160 SUNNYSIDE PL, SARASOTA, FL 34239
$875,000130 Days on yellowkey MLS ID: A4674367
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1542 Built: 1954 Tax: $8,511 (2024)Community: Hibiscus Park 2Single Family
Taxes:$8,511
Tax Year: 2024
Remarks: Stylish and turnkey home with the perfect blend of mid-century charm and modern updates. Located in the desirable Sunnyside Park neighborhood, the property features an open, light-filled layout with a renovated kitchen, granite countertops, stainless steel appliances, and a large breakfast bar that flows into the dining and living areas. The spacious primary suite includes a walk-in closet and an updated en-suite bath with double vanity and walk-in shower. Two additional guest bedrooms provide ideal flexibility for family, visitors, or a home office. A second full bath features a deep soaking tub and modern finishes. Step outside to your private tropical oasis with a saltwater pool, landscaped and fully fenced backyard, and a mini putting green - perfect for relaxing or entertaining. The home is offered furnished and includes an in-unit laundry area and driveway parking for two vehicles. Tankless water heater. Just minutes to Siesta Key Beach, downtown Sarasota, St. Armands Circle, dining, shopping, and more. Move-in ready with excellent potential as a primary residence, seasonal retreat, or investment property with weekly rentals allowed.
Listing is courtesy of: ORQUERA FLORIDA INVESTMENTS (941-203-8135)
Listing Agent: Greg Orquera (941-735-9098)
3360 S OSPREY AVE #201B, SARASOTA, FL 34239
$249,000157 Days on yellowkey MLS ID: A4671792
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1122 Built: 1969 Tax: $3,282 (2025)Community: Bermuda On OspreyCondo
Taxes:$3,282
Remarks: One step away from Siesta Key, Sarasota Memorial and Hillview. West of the trail. Beautiful condo in Oasis on Osprey. Enjoy the community pool before you head to the beach.2 bedrooms, 2 bathrooms. large living area. Screened lanai. All tiled for easy maintenance. Granite countertop in kitchen. AC 2020.
Listing is courtesy of: INVESTUS REALTY LLC (941-538-2010)
Listing Agent: Vincent Ricaud (941-538-2010)
3118 KEY WAY, SARASOTA, FL 34239
$599,00042 Days on yellowkey MLS ID: A4685119
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2370 Built: 1961 Tax: $2,942 (2025)Community: SouthgateSpa: NoSingle Family
Taxes:$2,942
Remarks: One or more photo(s) has been virtually staged. Beautifully updated 4-bedroom, 2-bath pool home in the desirable Southgate neighborhood of Sarasota offering the ideal blend of indoor comfort and outdoor Florida living. The home features a bright open layout with expansive pocket sliding glass doors that fully open to an oversized open-air pool and patio, perfect for entertaining and relaxing. The updated kitchen includes extensive custom cabinetry with built-in pantry storage and a discreetly integrated laundry area. The home offers four spacious bedrooms and two bathrooms, including a guest bath with a soaking tub. Outside, the property features a large additional paved parking pad along with the driveway and garage, providing ample space for multiple vehicles and recreational equipment. With minimal deed restrictions, the property allows RV and boat parking, with additional space along the side of the home. The backyard also includes a custom playground area. Conveniently located just minutes from Siesta Key Beach, downtown Sarasota, shopping, dining, and parks.
Listing is courtesy of: PREMIER AGENT NETWORK (877-663-9366)
Listing Agent: Stephanie Hawkins (941-587-4337)
1240 HILLVIEW DR, SARASOTA, FL 34239
$16,950,0009 Days on yellowkey MLS ID: A4688990
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 4852 Built: 1992 Tax: $80,000 (2025)Community: Harbor AcresSpa: YesSingle Family
Taxes:$80,000
Middle School: Sarasota Middle
Remarks: Introducing “Gatsby Manor,” set along Hillview Drive, one of Sarasota’s most coveted bayfront addresses, often compared to Port Royal for its exclusivity and waterfront lifestyle, this rare Harbor Acres estate property spans nearly three-quarters of an acre on deep, boatable water with sweeping, unobstructed Sarasota Bay views stretching south toward Siesta Key and the Gulf of Mexico, representing one of the neighborhood’s most distinguished open-bay offerings where only a select few residences achieve true estate scale. Encompassing more than 8,000 square feet of air-conditioned space with four bedrooms and three-and-a-half baths. The residence is complemented by a grand motor court accommodating 15+ vehicles beneath a canopy of majestic grand oaks. Privately approached through wrought-iron gates and a sweeping circular drive anchored by a multi-tiered fountain, the home opens to a dramatic two-story foyer framing the water beyond. Interiors are defined by soaring ceilings up to 22 ft. in height, exceptional millwork, multiple fireplaces, a striking two-story wood-paneled library, formal dining with 12-foot ceilings, and a wetbar—perfectly blending elegant entertaining with comfortable daily living. The chef’s kitchen is designed to support both everyday living and large-scale gatherings, featuring double 36-inch Sub-Zero refrigerators with dual freezer drawers, two dishwashers, and a 60-inch Wolf gas range with six burners and infrared dual griddle. The owner’s suite occupies the entire east wing of the main living level, creating a private waterfront retreat complete with a gas fireplace, sitting area overlooking the pool and bay, dual walk-in closets, and a spa-inspired bath highlighted by a sculptural copper soaking tub, dual vanities, and a dedicated luxury makeup area. Upstairs, a second primary-style suite and two additional guest bedrooms are accessed via the grand staircase or three-stop elevator, offering privacy and flexibility for family and guests. The 3,800+ square-foot ground-level bonus area serves as the home’s ultimate entertaining environment, featuring a remarkable speakeasy lounge and an impressive 700+ bottle wine room. This expansive space functions as a true extension of the residence’s living experience—ideal for hosting gatherings, intimate evenings, or celebrations on a grand scale. Outdoor living is equally exceptional, centered around an expansive marble terrace surrounding the 25’ × 60’ heated saltwater pool with integrated sun shelf and spa. A brand new deep-water dock with a 20,000 lb. boat lift and seawall replaced in 2017 further enhance the property’s boating capabilities and long-term value. Additional highlights include hurricane-rated garage doors, elevator access to all three levels, a drive-through three-car garage, and extensive storage throughout. Perfectly positioned just a short stroll to Southside Village’s restaurants and boutiques, minutes from downtown Sarasota’s celebrated arts and cultural district, and only four blocks from Sarasota Memorial Hospital. Gatsby Manor offers a truly rare opportunity to enjoy estate-scale open-bay living with deep water, privacy, and exceptional walkability in one of Sarasota’s most prestigious waterfront neighborhoods.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Ryan Ackerman, Pa (305-205-7700)
3230 VILLAGE GREEN DR #1032, SARASOTA, FL 34239
$195,00056 Days on yellowkey MLS ID: A4683197
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1419 Built: 1971 Tax: $3,030 (2025)Community: South Gate Village Green 10Condo
Taxes:$3,030
Remarks: Welcome to a classic Florida home that perfectly blends comfort, style, and functionality. With its solid construction and timeless character, the home blends classic design with the potential for modern updates, making it perfect for buyers looking to personalize their space. Spacious living areas, abundant natural light, and a functional layout create an inviting atmosphere ideal for both relaxing and entertaining. The open-concept layout creates a seamless flow between the kitchen, dining, and living areas, making it all the more inviting. Village Green is a 55+ community that has a ton of amenities. Right on the other side of the neighborhood is even an executive golf course that can meet all your golfing needs.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-966-8000)
Listing Agent: James Graves (678-817-8166)
1661 S JEFFERSON AVE, SARASOTA, FL 34239
$1,250,00043 Days on yellowkey MLS ID: A4684656
0 Days Off yellowkey (back on 4/7/2026)
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2490 Built: 1953 Tax: $12,131 (2025)Community: Alfred ParkSpa: YesSingle Family
Taxes:$12,131
Remarks: Under contract-accepting backup offers. Live where mornings begin with coffee on the wide front porch beneath mature live oaks and evenings end with a swim in your own heated pool and spa, added by the current owner to elevate Florida living. Completely renovated down to the studs in 2021, this move-in-ready, three-bedroom, three-bath Arlington Park pool home with dedicated office, den/sunroom and bonus room blends timeless mid-century charm with modern systems and design. Major upgrades include a 2021 metal roof, newer plumbing, newer electrical wiring and panel, hurricane-rated windows, hurricane-rated garage door, LED lighting and hand-scraped engineered hardwood floors throughout, delivering both beauty and long-term peace of mind. Walls were thoughtfully opened to create bright, flowing living spaces anchored by a stunning Quartzite kitchen featuring an oversized island with seating, solid wood soft-close cabinetry, stainless KitchenAid appliances including under-counter microwave, full-height subway tile backsplash, ample pantry storage, and a built-in Quartzite-topped buffet with glass-front cabinetry and wine refrigerator in the dining area. The spacious living room and adjoining den/sunroom connect seamlessly to the private, fully fenced backyard oasis with multiple seating areas and professional landscaping. The owner’s suite offers a peaceful retreat with spa-style bath, Quartzite counters, glass-enclosed shower and private outdoor lounging deck, while two generously sized guest bedrooms, one ensuite, and two additional fully reimagined baths provide comfort and flexibility. A custom office with Quartzite and wood built-ins supports work-from-home ease, and the large bonus room is ideal for a gym, media room, or play space. Perfectly positioned on a prominent corner lot with circular driveway and side-entry two-car garage, this home is a short distance from Arlington Park and Aquatic Complex featuring a 50-meter lap pool, fitness center, indoor gymnasium, tennis and pickleball courts, basketball courts, playground, dog park and scenic walking trails, and is minutes to Downtown Sarasota’s restaurants, arts and waterfront, Southside Village shopping and dining, Sarasota Memorial Hospital and the world-famous beaches of Siesta Key. For buyers searching for a fully renovated Arlington Park pool home in Sarasota with modern upgrades, walkability and unbeatable proximity to parks, downtown and beaches, look no further.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Roberta Tengerdy, Pa (941-321-2292)
2625 COLONY TER, SARASOTA, FL 34239
$2,650,00028 Days on yellowkey MLS ID: A4686022
1 Days Off yellowkey (back on 4/8/2026)
Bed: 4 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3634 Built: 2007 Tax: $16,973 (2025)Community: Bay View Heights AddSpa: YesSingle Family
Taxes:$16,973
Remarks: Upon entering this impeccably crafted residence, you are immediately greeted by a refined level of finish and thoughtful design. Rich hardwood flooring flows seamlessly throughout the main living areas, complemented by intricate custom millwork, elegant moldings, and double tray ceilings that enhance the home’s architectural character. Designed with intention, this 4-bedroom, 4-bath residence—featuring two bedrooms currently utilized as a den and one as a sitting room—along with a versatile bonus room ideal as a fifth bedroom, office, or private gym, offers effortless single-level living with an exceptional sense of space and functionality. As you enter, a formal sitting area anchored by a detailed fireplace creates an inviting first impression, complemented by an adjacent dedicated dining room and an elegant wet bar—perfect for entertaining. The kitchen is a true statement of both style and function, featuring artisan granite, two expansive islands offering generous space for cooking, gathering, casual seating, and designer backsplash detailing. A full suite of top-tier stainless steel appliances, including dual Liebherr refrigerators, an induction cooktop, and a built-in oven and microwave, is seamlessly integrated. Reverse osmosis filtration at the sink, along with a whole-house water filtration system, enhances everyday living. The spacious family room is designed for comfort, offering expansive views of the pool and lush Florida-native landscape, creating a seamless indoor-outdoor living experience. The primary suite is a luxurious private retreat, offering direct access to the pool, three spacious walk-in closets, and a spa-inspired bath adorned with exquisite custom stone finishes. The primary bathroom is thoughtfully designed with two separate vanities and generous counter space. Meticulously maintained and extensively upgraded, the home offers a level of efficiency and ease. Recent improvements include a new roof (2023), two new Lennox air conditioning systems (2023–2024), Storm Smart hurricane shutters, and hurricane-rated garage doors. A whole-home generator and multiple propane tanks provide added peace of mind, while energy-efficient heat pump systems service the pool heater, water heater, and HVAC. Outdoor living is equally impressive, with a beautifully updated pool area featuring a fully refurbished enclosure, upgraded automation system, and pool heater. An Artisan infrared grill connected to a permanent propane source creates an ideal, relaxed setting for entertaining, surrounded by Florida-friendly native landscaping and ambient landscape lighting. Additional enhancements include a drip irrigation system with a separate meter, an upgraded security system with cameras, and UniFi Wi-Fi extenders for seamless connectivity throughout the home. The three-car garage is as functional as it is polished, featuring an epoxy-coated floor, built-in cabinetry, and overhead gantry storage systems. Throughout the home, you’ll find abundant storage space with custom-built-in cabinetry thoughtfully integrated for easy everyday living. Ideally situated in the highly coveted West of Trail enclave of Bayview Heights, this custom-built home offers an exceptional lifestyle. Located on a rare dead-end street just one block from the bay, and within minutes of downtown Sarasota, Southside Village, and the area’s renowned beaches, it also lies within top-rated school districts—an unparalleled combination of privacy, convenience, and prestige.
Listing Agent: Courtney Tarantino (941-893-7203)
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