Location: Sarasota , 34239
Do Not Show Listings
1880 LOMA LINDA ST, SARASOTA, FL 34239
$1,795,000112 Days on yellowkey MLS ID: A4688301
REDUCED by $100,000 (5.3%) on 06/04/2026
Bed: 4 Bath: 4.0 Gar: 1 Liv Area Sq Ft: 2904 Built: 1954 Tax: $17,468 (2025)Community: Floyd & Cameron SubSpa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$17,468
Elementary School: Southside Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: Sought after West of Trail location close to Southside Village and on a cul-de-sac street. The home boasts almost 3000 square feet of airy living space and an open floor plan with vaulted ceilings. The kitchen with countertop seating overlooks the great room and dining room. The bedroom layout is a split plan with the large primary suite opening to the pool area and featuring a rainfall shower and garden tub plus double vanities. Two guest bedrooms share an updated bathroom with the fourth bedroom on the other side of the home and a separate bathroom with shower in hallway. A large family room is off the kitchen and dining room areas and has another full bathroom and French doors that open to the pool. An over-sized utility room off the kitchen has an extra refrigerator and built in cabinetry. The expansive caged in pool area with spa allows for ample entertaining space with plenty of fenced backyard beyond, allowing for wonderful indoor/outdoor entertaining.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Barbara May (404-822-9264)
1714 SOUTH DR, SARASOTA, FL 34239
$2,095,000129 Days on yellowkey MLS ID: A4686448
REDUCED by $150,000 (6.7%) on 06/24/2026
Bed: 4 Bath: 4.0 Gar: 1 Liv Area Sq Ft: 3105 Built: 1950 Tax: $11,204 (2025)Community: Cherokee ParkSpa: NoSingle Family
Taxes:$11,204
Remarks: Virtually Staged. Tucked beneath a canopy of mature trees in one of Sarasota’s most coveted neighborhoods, 1714 South Drive presents a rare opportunity to secure a prime homesite in Cherokee Park, West of the Trail and moments from the very best of Sarasota living. Set on a beautifully established lot with lush, mature landscaping, a paver driveway, and a combination of garage and carport parking, the property offers an immediate sense of privacy and presence. Inside, the home unfolds with a surprisingly expansive footprint and a floor plan that captures natural light throughout. A welcoming entry with a leaded stained-glass door opens to multiple living spaces, including a living room with a wood-burning fireplace, custom built-ins, and distinctive Saltillo tile flooring, alongside a light-filled family room wrapped in windows with views of the pool and direct access to the lanai. The dining room, positioned with a bay window overlooking the pool, connects seamlessly to the kitchen, which features granite countertops, glass-front cabinetry, a center island with cooktop, and a breakfast nook with access to a private side deck. The layout offers flexibility with multiple bedroom and office options, including a front bedroom or office with a wall of windows and an in-wall safe, and a private guest suite with its own bath showcasing vintage turquoise tile and retro detailing. A secondary guest bedroom includes built-in workspaces and shelving, ideal for dual office use or creative space. The primary suite is tucked privately toward the rear of the home, offering direct access to the lanai, abundant natural light, and a spacious bath with dual vanities, soaking tub, walk-in shower, and skylight above. Additional spaces include a bonus room off the garage with bedroom conversion potential, a pool bath, and a separate flex space off the lanai with wood-paneled walls and its own mini-split system, ideal for a studio, gym, or additional lounge. Outdoors, the home continues to deliver with an oversized, caged pool and covered lounging areas, surrounded by mature landscaping, stone walkways, and a fully fenced yard. An existing outdoor kitchen structure and multiple access points from the home create a true indoor-outdoor flow that aligns perfectly with Sarasota’s year-round lifestyle. What truly elevates this property is its location. Just moments from the shops and restaurants of Southside Village or downtown Sarasota’s waterfront, cultural venues, and marina. It is close to Sarasota Bay and just a short drive to Siesta Key’s north bridge. This is a setting that defines convenience and coastal luxury. Cherokee Park remains one of the most desirable addresses in Sarasota, and 1714 South Drive offers the rare combination of location, lot, and layout, an exceptional opportunity in the heart of Sarasota.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Joel Schemmel (941-587-4894)
2220 BAHIA VISTA ST #G5, SARASOTA, FL 34239
$169,90011 Days on yellowkey MLS ID: A4700239
REDUCED by $15,000 (8.1%) on 07/26/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1024 Built: 1980 Tax: $2,585 (2025)Community: Cordova Gardens IiiCondo
Taxes:$2,585
Elementary School: None
High School: None
Middle School: None
Remarks: Lowest cost unit in development – move quickly! Welcome to 2220 Bahia Vista St in Cordova Gardens! This second-floor 2 bedroom, 2-bathroom condo is in one of the best spots in the community, directly across from the pool and close to everything Sarasota has to offer. Inside, you’ll find a spacious layout with a large kitchen featuring granite countertops and plenty of storage. Bring your paint cans and ideas ..... will need some updating. Cordova Gardens is centrally located just minutes from Sarasota Memorial Hospital, the YMCA, shopping, restaurants, and the beaches. Publix is about 5 minutes away, and Siesta Key Beach and Lido Beach are typically around a 12–15 minute drive depending on traffic. Nearby public schools include Alta Vista Elementary School, located about 0.4 miles away and Sarasota High School just about 0.2 miles from the condo.
Listing is courtesy of: ANMARK REALTY LLC (941-363-1043)
Listing Agent: Andrey Markov (941-363-1043)
1780 SPRING CREEK DR, SARASOTA, FL 34239
$1,445,000167 Days on yellowkey MLS ID: A4681932
2 Days Off yellowkey (back on 7/26/2026)
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: Under contract-accepting backup offers. 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)
1734 WISCONSIN LN, SARASOTA, FL 34239
$1,599,00094 Days on yellowkey MLS ID: A4687427
REDUCED by $51,000 (3.1%) on 05/26/2026
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 2910 Built: 2024 Tax: $20,684 (2025)Community: BayviewSingle Family
Taxes:$20,684
Remarks: Less than 4 miles to Siesta Key Beach and under 3 miles to Downtown Sarasota, this newly built 4-bed modern home in Sarasota delivers luxury living, investment flexibility, and an exceptional West of the Trail location. Built in 2024, this contemporary residence offers approximately 2,900 square feet with 4 bedrooms+ den and 4.5 baths, featuring open-concept living spaces, clean modern design, energy-efficient construction, and seamless indoor-outdoor flow ideal for entertaining. Located within Sarasota city limits with 7-night minimum rental potential, this property is an outstanding opportunity for both investors and end users seeking a luxury lifestyle close to Downtown Sarasota, Southside Village, Sarasota Memorial Hospital, and Siesta Key Beach. Room for a future pool. Located within the coveted Southside school district.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Keith Kleppinger (941-525-2937)
1864 CLEMATIS ST ST, SARASOTA, FL 34239
$1,799,50049 Days on yellowkey MLS ID: A4696114
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2330 Built: 1925 Tax: $14,946 (2025)Community: Lot 13 & W 25 Ft Of Lot 15 Blk C Desota ParkSpa: YesSingle Family
Taxes:$14,946
Remarks: This Spanish Mediterranean style home built in 1925 is nestled in the coveted "West of Trail" subdivision of DeSota Park in the South Poinsettia park Neighborhood just two blocks from the fine dining and boutique shopping offered in Southside Village. This home is ideally located outside of any flood zones and weathered the 2024 hurricane season without any damage. This listed historic home with detached casita is rich with character. The beautifully designed residence offers 2,330 square feet of living space. The home boasts a total of 12 rooms featuring a spacious entry, open plan living area including a formal dining room, living space and chef's kitchen and a versatile family room located directly off the pool area. The 3 bedroom main house has 2 bedrooms with their own en-suite bathrooms plus an additional 3rd bedroom/office/flex space, updated hurricane rated windows and whole home tankless hot water heater. The casita offers the 4th bedroom with en suite bath and kitchenette. Upon entering the tiled courtyard you are invited to step inside and discover an abundance of architectural details like the hurricane rated pecky cypress entry door, arched doorways, pecky cypress beams and fireplace mantel, custom built-ins and original architectural details that all add up to the unique touches of sophistication. The northern exposure fills the home with natural light, highlighting the garden views through casement dual pane hurricane rated windows adorned with tasteful and functional window treatments. Inside the spacious foyer your attention is drawn to the custom window treatments and new flooring and opens to an expansive open plan living room featuring a working fireplace with a pecky cypress mantel that adds warmth and ambiance and pecky cypress beams. The living space is flanked by a light filled dining room that opens to a second private courtyard and the recently renovated gourmet chef's kitchen that includes custom cabinetry, Taj Mahal quartzite countertops, zellige tile backsplash and top of the line appliances - SubZero refrigerator, Thermador warming drawer and Italian Fulgor Milano gas range. Down the hall the main floor primary suite includes a large ensuite bathroom with a separate shower, four closets for ample storage and a convenient laundry space. The second bedroom suite is tucked away with dual closets, dressing area, its own courtyard and private access to the pool. At the back of the home the 3rd bedroom/office/flexroom is located off a large and comfortable family room with pecky cypress beams and tile flooring that opens up through a wall of hurricane rated stack glass back doors to the pool area. The pool area is a tropical paradise featuring a heated pool and hot tub with a new remote controlled electronic system. The pool cage encompasses plenty of space for lounging and dining and includes the entry to the casita and full bath with mini split unit, tile flooring and wooden beams, includes built-in murphy bed and a dedicated generator. Outside the casita is a large paver courtyard with a custom outdoor cooking area that includes a plumbed 36" natural gas grill with rotisserie and pizza oven accessories and an outdoor refrigerator. This "West of Trail" home is ideally located in the Southside Elementary School district, convenient to Sarasota Memorial Hospital and located just steps away from Morton's Gourmet Grocery and some of Sarasota's best restaurants, shopping and art galleries.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Tra Raines, Iii (941-415-2508)
2395 HYDE PARK ST, SARASOTA, FL 34239
$1,500,0003 Days on yellowkey MLS ID: A4700669
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 2126 Built: 2014 Tax: $11,204 (2025)Community: Joiners A L SubSpa: NoSingle Family
Elementary School: Alta Vista Elementary
Remarks: Experience custom luxury living in the heart of Sarasota! This beautifully crafted home, nestled on a large corner lot, offers the perfect blend of timeless design and modern comfort, just minutes from Downtown Sarasota, Southside Village, Sarasota Memorial Hospital, Arlington Park, and world-famous beaches. Inside, you'll find rich hardwood floors, soaring ceilings, an open-concept layout, and a striking double-sided natural gas fireplace. The chef's kitchen features granite countertops, premium stainless steel appliances, gas cooking, custom cabinetry, and a large center island. The spacious primary suite includes a spa-inspired bath with a freestanding soaking tub, oversized walk-in shower, custom walk-in closet, and dual vanities. Step outside to your private tropical retreat with a covered lanai, saltwater pool, lush landscaping, and a fully fenced yard. Additional highlights include impact windows and doors, natural gas, tankless water heater, and exceptional custom craftsmanship throughout. This is Sarasota living at its finest.
Listing is courtesy of: HARRY ROBBINS ASSOC INC (941-924-8346)
Listing Agent: Marlin Yoder (941-893-7406)
2224 BAHIA VISTA ST #E6, SARASOTA, FL 34239
$186,00053 Days on yellowkey MLS ID: A4695961
INCREASED by $1,000 (0.5%) on 07/24/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 982 Built: 1979 Tax: $2,936 (2025)Community: Cordova Gardens IiCondo
Taxes:$2,936
Remarks: Welcome to maintenance-free living the the heart of Sarasota! This beautifully maintained 2-bedroom, 2-bath condominium offers an ideal blend of comfort, convenience and location. The spacious floor plan is light filled and has a great split bedroom floor plan and an ideal blend of comfort, convenience and location. In addition to the bright living areas, a functional kitchen and generously sized bedrooms there is a private primary suite with en suite bath. Enjoy relaxing mornings on one of 2 private lanais and take advantage of the community pool. Located just minutes from downtown and minutes to world class Siesta Key Beach and Village as well as South Side Village with many restaurants and shops as well as Sarasota Memorial Hospital. Whether you're looking for a year-round residence, seasonal retreat, or investment opportunity, this move-in ready condo is a fantastic value in a highly desireable location. New AC
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Lena Oberwetter (608-444-9009)
1838 OLEANDER ST, SARASOTA, FL 34239
$3,295,00014 Days on yellowkey MLS ID: A4697493
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3230 Built: 2020 Tax: $15,078 (2025)Community: Poinsettia Park 2Spa: NoSingle Family
Taxes:$15,078
Remarks: Poised on one of the prettiest tree-lined West of Trail streets, this modern coastal residence offers the ideal blend of casual elegance, thoughtful design, and everyday livability. In like-new condition and custom built in 2020 by award-winning Allegra Homes—recognized by the Building Industry Association for outstanding craftsmanship and innovative home design—this 3,220-square-foot residence with 4 bedrooms and 3 baths showcases impeccable quality and attention to detail throughout. The dramatic great room features soaring 16-foot ceilings, clerestory windows that bathe the space in natural light, designer lighting, a striking electric fireplace, and a custom entertainment wall with a stone façade and illuminated glass display shelves. Triple sliding glass doors create a seamless transition to the covered and screened lanai features a 40-foot heated saltwater pool, 2 covered seating and dining areas, a fully equipped grilling station, and convenient access to a full pool bath—creating the ultimate year-round Florida lifestyle. The culinary-influenced kitchen impresses with a professional Sub-Zero and Wolf appliance package, custom cabinetry, and a dramatic granite waterfall island with comfortable seating for 4. The full-height matching backsplash creates a stunning focal point while adding a sophisticated designer touch. The private owner's wing comes with direct lanai access, 2 customized walk-in closets, a dedicated den or home office, and the all-white bath is a refreshing oasis with its freestanding soaking tub, oversized walk-in shower, separate vanities, ample counter and cabinet space, and a water closet. A first-floor guest suite provides ideal accommodations for family and visitors, while the second level offers two additional bedrooms, a full bath, and an oversized bonus room perfect for a media room, playroom, fitness space, or additional gathering area. The home's sophisticated interior is complemented by a calming palette of whites, creams, and light-toned beiges, creating a neutral backdrop for any design style. Modern conveniences include whole-house audio with lanai speakers, a comprehensive 360-degree exterior camera system, and a low-maintenance fenced yard complete with powder-coated aluminum gates, rock walkways, artificial turf, and a private irrigation well. The striking front elevation showcases stone-wrapped columns, a brick paver driveway, and beautifully designed landscaping that creates exceptional curb appeal. You'll enjoy the convenience of walking to Southside Village with its boutique shopping, gourmet markets, acclaimed restaurants, sidewalk cafés, and vibrant local gathering spots. Downtown Sarasota, the area's renowned cultural attractions and world-famous Gulf beaches are all just minutes away. Families will appreciate the highly regarded Southside School District, known for its strong academic programs, innovative educators, and enriching arts opportunities. This exceptional residence offers the rare opportunity to enjoy luxury, comfort, and an unmatched Sarasota lifestyle in one of the city's most desirable West of Trail locations.
Listing is courtesy of: GRECO REAL ESTATE (941-685-0449)
Listing Agent: Karen Greco (941-504-6927)
3631 SAN REMO TER, SARASOTA, FL 34239
$7,995,000266 Days on yellowkey MLS ID: A4669078
REDUCED by $250,000 (3.0%) on 04/22/2026
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 4705 Built: 2021Monthly Fee: $13 Tax: $68,556 (2025)Community: San Remo EstatesSpa: YesSingle Family
Taxes:$68,556
Remarks: Anchored in one of Sarasota’s most coveted deep water waterfront communities, 3631 San Remo Terrace presents a rare opportunity to own a modern luxury home with direct boating access in San Remo Estates, just moments from Siesta Key, Downtown Sarasota, and Southside Village. Completed in 2021 by award-winning designer Stephen Chung and enhanced with thoughtful 2025 upgrades, this coastal contemporary residence blends clean architectural lines with warm, natural finishes, ideal for buyers seeking newer construction, move-in-ready condition, and hurricane-resilient design in a prime location. Positioned on protected sailboat water with no fixed bridges, the property offers seamless access to Sarasota Bay and a short, unobstructed ride to the Gulf, making it perfectly suited for avid boaters. Spanning approximately 4,750 square feet under air, with nearly 3,000 additional square feet of outdoor living space, the home is designed around the indoor-outdoor lifestyle today’s luxury buyers prioritize. The open-concept layout is anchored by a chef’s kitchen featuring a sculptural marble island and Sub-Zero and Wolf appliances, flowing effortlessly into a great light-filled room with a stone fireplace, custom built-ins, and floor-to-ceiling glass sliders that open to expansive terraces. A temperature-controlled wine room with 1,800-bottle capacity adds a refined touch, while the dining space creates a striking architectural focal point. The primary suite offers true resort-style living, with private access to both a tranquil courtyard with spa and sauna and the waterfront pool terrace. Inside, a custom walk-in closet and spa-inspired bath reflect the level of finish expected in a luxury retreat. The second level features three additional bedrooms, a flexible gym or office, and a loft-style workspace, providing versatility for modern living. Outdoors, the illuminated saltwater pool with a glass wall, newly enhanced outdoor kitchen, and expansive entertaining areas create a private waterfront oasis. The deep-water dock is equipped with two 22,000-pound boat lifts, and a floating dock, delivering a true boating lifestyle. Additional highlights include a three-car garage with a lift, epoxy flooring, and custom storage. A fully integrated smart home system, featuring programmable lighting and shades, whole-home audio, Apple TV integration, a generator, and high-speed WiFi, meets the expectations of today’s tech-forward buyer. Furniture is available separately to create a more turnkey concept. Located within San Remo Estates, the home offers a rare balance of privacy and central convenience. Just minutes from Siesta Key via the nearby North Bridge, beach access becomes part of everyday life. Set on a deep-water basin seconds from Sarasota Bay, the property provides protected docking with immediate access to open water and a short ride to the Gulf. Southside Village and Downtown Sarasota are both a quick drive away without the need to cross any bridges, offering boutique shopping, cafés, acclaimed dining, and a vibrant arts and cultural scene. Everyday conveniences, including top-rated schools, Sarasota Memorial Hospital, and key corridors like US-41 and I-75, are all within close reach. This is a location that seamlessly connects protected waterfront living with the very best of Sarasota.
2465 FOSTER LN, SARASOTA, FL 34239
$869,00039 Days on yellowkey MLS ID: A4697288
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2564 Built: 1956 Tax: $7,256 (2025)Community: South GateSingle Family
Taxes:$7,256
Middle School: Sarasota Middle
Remarks: A beautifully reimagined South Gate residence, this 3 bedroom, 3 bathroom home blends modern sophistication with timeless Sarasota charm. Set on an elevated 14,005 sq ft corner lot, the property offers exceptional privacy, mature landscaping, and an abundance of fruit-bearing trees, all supported by an irrigation system. Inside, the split floor plan provides effortless livability, complemented by a dedicated private office and an additional bonus room ideal for flexible lifestyle needs. Two of the bedrooms are ensuite, creating comfortable retreats for family or guests. The heart of the home is the gourmet kitchen, featuring 42" cabinetry, quartz countertops, stainless steel appliances, and a large picture window that fills the space with natural light. The adjoining dining area offers generous room for gatherings, while the family room with its sleek electric fireplace creates a warm, inviting atmosphere. Thoughtful upgrades continue throughout: a totally renovated interior, and an oversized two-car garage with epoxy flooring. Outside, a paver circular drive and a charming covered front porch with new Trex decking elevate curb appeal. With its expansive lot, there is ample room to add a pool and create a true Sarasota oasis. Located in the coveted South Gate community, this home offers unmatched convenience just minutes to fine dining, boutique shopping, world renowned beaches, and vibrant downtown Sarasota.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Courtney Church (941-323-0028)
1671 ARLINGTON ST, SARASOTA, FL 34239
$2,995,000144 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)
3727 TANGIER TER, SARASOTA, FL 34239
$2,490,00014 Days on yellowkey MLS ID: A4699858
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2696 Built: 1959Monthly Fee: $13 Tax: $12,434 (2025)Community: San Remo EstatesSingle Family
Taxes:$12,434
Remarks: Welcome to a rare opportunity to own a spacious residence in the highly sought-after San Remo Estates, one of Sarasota's most desirable West of the Trail neighborhoods, ideally positioned just before the North Siesta Key Bridge. Set on a generous 0.28-acre homesite, this property presents an exceptional opportunity to enjoy one of the area's premier locations. The 4-bedroom, 3-bath home encompasses 2,696 square feet of living space and features an expansive bonus room that can easily serve as a media room, home office, fitness room, or guest retreat. A charming wood-burning fireplace anchors the main living area, while the screened-in pool and spacious pool deck create an inviting outdoor setting for entertaining or everyday relaxation. The fenced backyard, mature landscaping, and attached 2-car garage complete the home's comfortable and functional layout. Whether you're looking for a primary residence, seasonal retreat, investment opportunity, or a premium homesite to create your dream home, this property offers outstanding potential in one of Sarasota's most coveted neighborhoods. Just moments from Siesta Key's world-renowned beaches, Southside Village, downtown Sarasota, exceptional dining, boutique shopping, and top-rated schools, opportunities to own in San Remo Estates are increasingly rare.
Listing is courtesy of: PHAM REALTY GROUP LLC (941-260-0709)
Listing Agent: Faith Stutzman (941-260-0709)
2513 CROTON AVE, SARASOTA, FL 34239
$628,00081 Days on yellowkey MLS ID: A4692136
Bed: 3 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 1604 Built: 1962 Tax: $1,409 (2024)Community: South Gate ManorSingle Family
Taxes:$1,409
Elementary School: Wilkinson Elementary
Tax Year: 2024
Remarks: Architect-Designed Masterpiece of Indoor – Outdoor Living………. this meticulously crafted residence sits on a prime Sarasota lot of nearly 10,000sq ft. in a neighborhood atmosphere that is soft and warm and children play everyday. The design embodies a Garden – Architecture Integrated Layout; A concept known as The MODERN - BOHEMIAN style and is devoted to creating meaningful interactions between the built environment and the surrounding landscape by fusing the warmth, nature, and free spirit of Bohemian (Boho) with the simplicity, sophistication, and functionalism of Modern (Modern) style. It is a blended aesthetic that seeks a relaxed, personalized atmosphere while maintaining visual neatness and a sense of refinement….. At first glance, one sees a solid block construction home in a very quiet and established community. (With City Water and City Sewer, No Deed Restrictions, No CDD Fees, Not in a Flood Zone and No pesky HOA.)…. Secondly, one sees that the luxuriously opulent garden wraps all around the home, giving it an exotic feel as well as complete privacy….. Step into the home through the front door and one sees a brand new open kitchen with a ceramic and stone backsplash, quartz countertops and island top, all new appliances and an engineered wood floor throughout the home…. The living/dining room opens fully to the patio/yard through window doors, transforming the entire area into an outdoor extension ideal for gatherings…..The master bedroom and the second bedroom each boast en-suite bathrooms and have private sliding door access to the Bohemian Garden, where the backyard greenery seems to be reaching into the rooms in a subtle way, which makes them true Garden Suite bedrooms…..There is a third bedroom and a third full bath as well as a garage with a new washer, a new dryer and new storage racking…..A concrete parking pad suitable for a car, boat or trailer has been added right next to the garage….Close to Downtown Sarasota, I-75, the airport and shopping. Please see the attached pictures with descriptions to get a better understanding of the features of this home.....and Please look at the Virtual Tours for some brilliant views of this wonderful offering.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Bob Keir (412-977-3064)
2374 ARLINGTON ST, SARASOTA, FL 34239
$549,000181 Days on yellowkey MLS ID: A4680088
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1126 Built: 1961 Tax: $6,734 (2025)Community: Arlington ParkSpa: NoSingle Family
Taxes:$6,734
Remarks: Virtually Staged. Outstanding Value in Arlington Park! This updated three-bedroom residence presents a rare opportunity to own in one of Sarasota's most desirable neighborhoods at an exceptional price point. With an open layout, the home is move-in ready and ideally positioned just minutes from downtown Sarasota and the area’s renowned Gulf beaches. The interior connects the living, dining, and kitchen areas, creating an easy flow for everyday living and entertaining. Luxury vinyl plank flooring extends throughout the main living spaces, while freshly painted walls in a neutral color palette enhance the light-filled atmosphere. Two updated bathrooms provide modern convenience and a cohesive finish. The kitchen serves as the heart of the home, offering granite countertops, a full-height tile backsplash, ample cabinetry, and a central island that adds workspace and casual seating. Sliding doors open to a spacious, fully fenced backyard—an inviting outdoor setting with room to relax, garden, or create a customized outdoor retreat. Additional exterior storage adds everyday practicality. One of this home's greatest advantages is its exceptional location. Just moments away, Arlington Park offers walking and biking trails, tennis and basketball courts, playgrounds, picnic areas, scenic lakes, and lush green spaces. Southside Village's popular restaurants, cafes, and boutique shopping are only minutes away, while downtown Sarasota's vibrant arts scene, waterfront parks, theaters, galleries, and acclaimed dining are easily accessible. Siesta Key Beach, Lido Key, St. Armands Circle, and Sarasota Memorial Hospital are all just a short drive away. Whether you're searching for a primary residence, seasonal retreat, or investment opportunity, this beautifully updated home offers exceptional value, modern comfort, and one of the most sought-after locations in Sarasota—all without HOA fees.
Listing Agent: Roger Pettingell (941-387-1840)
1330 S JEFFERSON AVE, SARASOTA, FL 34239
$599,000137 Days on yellowkey MLS ID: A4685616
REDUCED by $86,000 (12.6%) on 07/24/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1716 Built: 1960 Tax: $7,730 (2025)Community: Rustic Lodge 2Single Family
Taxes:$7,730
Remarks: SIGNIFICANT PRICE REDUCTION makes this a truly great buy in a sought after neighborhood!! Don't miss this gorgeous home in the iconic Rustic Lodge enclave in Arlington Park. Meticulously remodeled and rebuilt in 2020, the thoughtfully designed layout flows seamlessly from a central gathering space combining great room and kitchen—ideal for everyday living and entertaining. Highlights include soaring shiplap ceilings, engineered hardwood floors, premium lighting, and PGT impact doors and windows. The kitchen is anchored by a large island featuring granite countertops, high-end appliances, and custom cabinetry, while French doors open to the secluded outdoor spaces. This 3 bed 2 bath split floor plan features a Primary Suite with elegantly appointed walk-in closet and a spa-inspired bathroom complete with walk-in shower, soaking tub, and dual sinks. The north wing of the home includes two guest bedrooms and a full bath with shower/tub combination, offering separation and privacy from the primary suite. Conveniently located adjacent to the kitchen, the laundry room includes a top tier washer and dryer. An oversized garage affords a full wall of built-in storage space. Outdoor features include a newly landscaped garden, decorative awnings, delightful garden art, a driveway with inset river rock, and a walled "secret garden" oasis in the side yard, complete with shade umbrella and charming garden gate. Major systems/appliances replaced during the total renovation in 2020 include roof, air conditioning, water heater, electrical, plumbing, kitchen, bathrooms, flooring, and impact resistant doors and windows. Ideally situated on a corner lot near the Arlington Park complex, and just minutes from Downtown Sarasota, Southside Village, and award winning Siesta Key Beaches.
Listing Agent: Carol-Ann Warr (941-780-0665)
2355 BAHIA VISTA ST, SARASOTA, FL 34239
$820,000248 Days on yellowkey MLS ID: A4672605
0 Days Off yellowkey (back on 7/24/2026)
REDUCED by $29,000 (3.4%) on 06/11/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2086 Built: 2023 Tax: $8,758 (2024)Community: Avon Heights 2Single Family
Taxes:$8,758
Remarks: Under contract-accepting backup offers. Virtually Staged. UNRIVALED LUXURY LIVING IN PRIME SARASOTA LOCATION! Experience the epitome of luxury with this stunning custom 4 bed 2 and a half bath residential masterpiece! This immaculate two-story traditional home boasts unrivaled craftsmanship and top-tier amenities throughout. Every detail exudes sophistication, from the soaring 9’4” ceilings and elegant crown molding to the pristine wood flooring that extends throughout the home. The gourmet kitchen is an entertainer’s dream, featuring a generous island, all-wood cabinetry, and gorgeous quartz countertops. The gorgeous ground-floor master suite offers the ultimate in convenience and privacy. Indulge in the beautiful ensuite bath, featuring elegant Carrara tile flooring and a free-standing soaking tub, perfect for unwinding after a long day. Upstairs, find three generous guest bedrooms, a luxurious full bathroom, and a versatile loft area with ample storage. The bonus landing area is perfectly designed to be utilized as a dedicated open-plan office space for remote work. Constructed for superior durability and peace of mind, this home features solid block construction and an upgraded underground electric service. Enjoy the enhanced protection and natural light provided by custom PGT Florida Impact Rated windows and doors. Step outside to the expansive concrete rear lanai and embrace the true Florida lifestyle. The meticulously maintained landscaping includes lush St. Augustine grass and is effortlessly maintained by a separate irrigation meter and system. There is also room for a pool should you wish to add to the property. LOCATION, LOCATION, LOCATION! Perfectly situated to enjoy all that Sarasota has to offer. You are just minutes from the vibrant energy of Downtown Sarasota, the exclusive shopping and dining of St. Armands Circle, and the iconic shores of Lido Beach. Enjoy a short drive to world-famous Siesta Beach and the charm of Pinecraft. Exceptional proximity to top-tier medical facilities, being only half a mile to Sarasota Memorial Hospital PLUS the interstate all within 3-5 miles or just steps to public transportation. This is the exceptional lifestyle and quality home you have been waiting for!
Listing Agent: Rory Mcdonald (941-961-7247)
3006 HAWTHORNE ST, SARASOTA, FL 34239
$379,90066 Days on yellowkey MLS ID: A4694520
REDUCED by $20,000 (5.0%) on 06/23/2026
Bed: 3 Bath: 2.0 Gar: 4 Liv Area Sq Ft: 1835 Built: 2006 Tax: $6,640 (2025)Community: Cottage In The PinesSingle Family
Taxes:$6,640
Remarks: Highest and Best Due 6/29/26 at 12 pm. This property is eligible under the Freddie Mac First Look Initiative through 06/20/2026. This home features a 1800 sq ft+ garage (entire first floor). The home is ready for your remodeling ideas! The property is full of potential. You will immediately see the layout’s incredible versatility. The main living area upstairs serves as the heart of the home, featuring a bright kitchen and a spacious living room. Step outside the sliding glass doors onto the second-floor lanai, a great space to enjoy the Florida breeze and overlook your surroundings. The property is located just outside the City of Sarasota (in the county), there are no HOA fees or deed restrictions.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Brett Keyser, Jr (941-957-8425)
2082 DATURA ST, SARASOTA, FL 34239
$2,700,0004 Days on yellowkey MLS ID: A4700863
Bed: 4 Bath: 4.0 Gar: 4 Liv Area Sq Ft: 4288 Built: 2027 Tax: $5,533 (2025)Community: Grove Lawn RepSingle Family
Taxes:$5,533
Remarks: Under Construction. Stunning new construction 4-bedroom, 4-bathroom modern farmhouse luxury home developed by Rustic Appeal LLC and built by EJM Custom Homes, situated on a prime corner lot in Arlington Park, one of Sarasota's most sought-after neighborhoods. Spanning 4,288 sq ft across two stories with a 4-car garage, this thoughtfully designed residence masterfully blends warm farmhouse character with contemporary finishes: natural stone, PVC cladding, and a striking standing seam metal roof on the exterior give way to an equally impressive interior. The grand foyer welcomes you with soaring double-height ceilings, floor-to-ceiling glazing windows, and a hand-crafted custom floating staircase. The gourmet chef's kitchen features a Calacatta marble waterfall island, custom cabinetry with extensive storage, professional-grade ZLINE appliances, built-in wine fridge, and separate bar area perfect for family gatherings and entertaining. The primary suite is a true retreat with a freestanding soaking tub, extended dual vanity with makeup area, heated floors, Delta dual shower system, brushed gold fixtures, and private balcony access. Three additional bedrooms include spa-inspired baths with unique color and design. Enjoy Florida living with a salt-water pool, spa, and outdoor kitchen. The oversized 4-car garage completes this one-of-a-kind offering. Just 5 minutes from Downtown Sarasota, 8 minutes from Siesta Key Beach, 10 minutes from St. Armands Circle, and walkable to Southside Village. Estimated delivery early 2027.
Listing is courtesy of: KONA REALTY (941-718-8293)
Listing Agent: Vlado Konatar (941-718-8293)
3035 HILLVIEW ST, SARASOTA, FL 34239
$325,0004 Days on yellowkey MLS ID: A4700500
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 782 Built: 1957 Tax: $1,902 (2025)Community: Rio Vista ResubSingle Family
Taxes:$1,902
Remarks: Perfectly positioned in a desirable Sarasota location, this charming two-bedroom, one-bath home offers easy access to everything the Gulf Coast has to offer, including the world-renowned Siesta Key Beach, Downtown Sarasota, Southside Village, Arlington Park, the Ringling Museum, and Marie Selby Botanical Gardens. Whether you're looking for a full-time residence, seasonal getaway, or investment opportunity, this property combines convenience with the best of the Florida lifestyle. Originally built in 1958, the home has been thoughtfully updated while maintaining its timeless character. The light-filled interior features a renovated kitchen complete with granite countertops and stainless steel appliances, along with an updated bathroom that provides a fresh, modern feel. Every space has been designed to offer both comfort and functionality. The home's major improvements provide added value and peace of mind, including a metal roof installed in December 2022, a 2016 electrical panel upgrade, a three-year-old air conditioning system backed by a 10-year warranty, and a water heater replaced approximately one year ago. Impact-rated doors and hurricane fabric window screens offer additional storm protection, while the regularly maintained well and septic system help keep utility costs efficient. Spend your days enjoying nearby beaches, kayaking through scenic mangrove tunnels, exploring local boutiques, or dining at Sarasota's popular restaurants. This move-in-ready home is an excellent opportunity to enjoy a well-maintained property in one of the area's most sought-after locations.
Listing is courtesy of: EXP REALTY, LLC (941-462-3321)
Listing Agent: Jennifer Kenna (941-253-3003)
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