Location: Sarasota , 34239
Do Not Show Listings
1731 CUNLIFF LN, SARASOTA, FL 34239
$2,795,00048 Days on yellowkey MLS ID: A4684577
REDUCED by $100,000 (3.5%) on 04/20/2026
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 3239 Built: 1948 Tax: $9,273 (2025)Community: Mcclellan ParkSpa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$9,273
Elementary School: Southside Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Sarasota Middle
Remarks: Hidden behind lush, curated gardens on a rare .34-acre parcel in McClellan Park, this is more than a home—it’s a private in-town compound designed for those who value beauty, privacy, and a deeply connected lifestyle. A winding approach reveals a residence that unfolds with intention, where indoor and outdoor living exist in perfect harmony. At its heart, a 2024 architectural addition creates a breathtaking great room, where walls of glass disappear and the home opens entirely to a serene poolside setting—blurring the line between interior elegance and natural surroundings. The kitchen, dining, and living spaces flow effortlessly together, framed by garden views and natural light, creating an atmosphere that is both refined and grounding. This charming in-city home combines historic character with modern living. The property underwent a complete back-to-studs renovation, bringing it fully up to current Florida building codes with an official build date of 2013. You’ll enjoy the best of both worlds: a classic foundation refined by modern systems and standards. The main home spans 3,239 square feet with three bedrooms and three baths, fully customized with all the details valued by today’s buyers. Bonus rooms include an office/den, plus a sitting room in the primary suite. The striking 2024 addition, designed by Jimmy Thornton, features an open-concept great room, dining and kitchen with zero-corner, fully pocketing sliding glass doors, a dramatic architectural detail that opens the living space completely to the pool and outdoor areas. The kitchen is a true showpiece. It features high ceiling, super-organized European cabinetry with illuminated interiors, high-profile quartz and marble countertops, a glass window backsplash, and clerestory windows. Custom walnut open shelving add artistic flair. Appliance garages, interior drawers, workstation sink with two faucets, and oversize eat-in island add high-end functionality. The outdoors is incredibly lush and functional for an in-town location. Outdoor living rooms, fruit trees, trellises, native flowers, and an expansive food garden…plus a tree house for charm and fun. A heated saltwater pool anchors the backyard, while the detached guest house adds flexibility for recreation, home office, studio or guests. Energy independence is a standout advantage with a roof solar system, two-car solar carport, and backup batteries. It’s a home that powers itself confidently and efficiently. Location is a major benefit here, and one you’ll appreciate every day. From this quiet McClellan Park street, you can walk to Southside School (or the Pine View bus stop), reach Southside Village in 0.5 mile, and be at Sarasota Memorial Hospital in 1.0 mile. Everyday convenience continues just beyond the neighborhood with shopping centers, restaurants, Downtown Sarasota and Gulf beaches all within five miles. And for buyers who love being on the water, you can roll your kayaks to the bay. There’s a convenient put-in at the end of the street. McClellan park homes like this one are few and far between. Quiet street, large lot, guest house and a full renovation already done. If you want Sarasota West of Trail without compromise, this is your moment.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Andrew Tanner (941-539-0998)
2068 SUNNYSIDE LN, SARASOTA, FL 34239
$895,00021 Days on yellowkey MLS ID: N6143339
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1722 Built: 1953 Tax: $2,984 (2025)Community: Hibiscus Park 1Spa: NoSingle Family
Taxes:$2,984
Middle School: Brookside Middle
Remarks: One or more photo(s) has been virtually staged. Get ready to view and call your home in this pristine and immaculate kept move in ready. This stunning Mid-Century Modern residence located in the heart of the highly sought-after Southgate neighborhood! Minutes to Sarasota Hospital and Downtown Sarasota. This beautifully original quality 3-bedroom, 2-bathroom home with one bathroom is a pool bathroom. Original terrazzo flooring, solid wood doors, real wood cabinets and other quality designs with the history craftsmanship still installed of 1953 with updated functionality. As you walk around your home, feel the unique timeless design of a functional kitchen, all appliances included with even a gas stove. Move into your traditional spacious dining area for meals with family and friends. Wonder into the true comfort of an intimate family room, which leads into a spacious filled with natural light Florida room, air condition. Currently as an artist studio with many future possibilities. Open your French doors and seek out to an oversize Pool and lanai and enjoy a beautiful outside sanctuary retreat at the comfort of your home. But it does not end there. Walk out beyond your lanai to your well-kept private landscaping. Total property sits on 0.349-acre lot. Seamlessly blends timeless design with modern luxury and functionality. Step inside again and view your spacious master bedroom with two additional bedrooms. Recent upgrades provide peace of mind and exceptional value, including hurricane-impact windows, new roof installed in 2019. Recently re-plumbed and new water heater. This type of quality home is unmatched. Enjoy the freedom of no HOA fees while being conveniently located all of what Sarasota offers. This home is timeless quality with of style, comfort, and location in one of Sarasota’s most desirable neighborhoods. Schedule your private showing today and experience Southgate living at its finest.
Listing is courtesy of: KELLER WILLIAMS ISLAND LIFE REAL ESTATE (941-254-6467)
Listing Agent: Lenny Lesaltato (941-350-9238)
2916 WOODCREST DRIVE DR, SARASOTA, FL 34239
$459,9999 Days on yellowkey MLS ID: A4689539
REDUCED by $30,001 (6.1%) on 04/19/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1576 Built: 1963 Tax: $5,128 (2026)Community: 1597 - South GateSpa: NoSingle Family
Taxes:$5,128
Elementary School: None
High School: None
Tax Year: 2026
Middle School: None
Remarks: Welcome to this charming and well-maintained single-family home located in one of Sarasota’s most desirable and centrally located neighborhoods. Situated on an oversized lot, this property offers a rare combination of space, privacy, and convenience. This residence features 3 bedrooms and 2 bathrooms with a functional layout designed for comfortable living and entertaining. The home offers abundant natural light, spacious living areas, and a seamless flow between indoor and outdoor spaces. The expansive lot provides endless opportunities — whether you’re looking to create a backyard oasis, add a pool, or explore future expansion possibilities. Ideal for both homeowners and investors, this property presents strong potential for long-term value and rental income. https://www.youtube.com/watch?v=5Msz_qac7d8 Conveniently located just minutes from downtown Sarasota, Siesta Key Beach, shopping, dining, and top-rated schools. Easy access to major roadways makes commuting simple while still enjoying a quiet residential setting. No HOA restrictions, making this property even more attractive for flexibility and investment use. Whether you are looking for a primary residence, vacation home, or income-producing property, this is an exceptional opportunity in a high-demand area. Schedule your private showing today.
Listing is courtesy of: NEO REMARKETING (305-363-5091)
Listing Agent: Sam Razavi Razavi (305-570-2939)
2069 BOUGAINVILLEA ST, SARASOTA, FL 34239
$1,590,00073 Days on yellowkey MLS ID: A4681866
Bed: 6 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 3249 Built: 1957 Tax: $13,058 (2025)Community: Long MeadowSingle Family
Taxes:$13,058
Remarks: Welcome to this fully furnished, newly updated Sarasota property situated on two combined lots totaling nearly half an acre, offering the flexibility and lifestyle potential in one of the area’s most popular areas of Sarasota. This multiple six-figure producing Airbnb is located just 1.5 miles to Siesta Key and approximately 2 miles to downtown Sarasota, this property provides quick access to world-class beaches, dining, shopping, and entertainment. The main residence features an open-concept floor plan designed for comfortable living and entertaining. A separate in-law suite offers ideal accommodations for guests or extended family, while the detached pool house provides additional flexible space suitable for a game room, private retreat, or entertainment area. At the center of the property is a private courtyard with a large pool, creating a resort-style setting perfect for gatherings and outdoor enjoyment. The oversized double lot allows for ample parking and generous outdoor space, a rare find this close to the beach. Significant upgrades have been completed throughout the property, including a new roof, new A/C units, new electrical, new electrical panels, new water lines to the road, a new irrigation system, and exterior landscape lighting, offering peace of mind for future owners. Whether you are seeking a primary residence, second home, or a versatile property with multiple living areas, this Sarasota residence stands out for its location, lot size, and turnkey condition.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Noah Ward (715-531-8021)
1516 S ORANGE AVE, SARASOTA, FL 34239
$4,695,000111 Days on yellowkey MLS ID: A4676686
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 4224 Built: 2026 Tax: $13,597 (2025)Community: Harbor AcresSpa: YesSingle Family
Taxes:$13,597
Remarks: The highly-acclaimed team of professionals at Allegra Homes has yet again created a vision of luxury, elegance and simplistic functionality. A dynamic 4,224 sq. ft. open layout is rich in gorgeous details everywhere you turn. Feast your eyes on the “St. Michael,” a two-story beauty with stunning curb appeal and exciting interiors thoughtfully designed for grand-scale living. In addition to 4 bedrooms, there’s also a separate 254 sq. ft. casita ideally suited for in-laws or guests wanting to enjoy the fantastic Florida ambiance just a little longer. The extended foyer and great room feature an amazing 21-ft ceiling and invite you into a fascinating space with see-thru views out to the magnificent outdoors. Step into the heart of the home, where the great room exudes warmth and sophistication. A wood-beamed ceiling adds character and warmth, while clerestory windows flood the space with natural light, creating an inviting and airy ambiance. Triple sliders seamlessly connect the indoors to the covered poolside lanai. In the family room, a stunning stone-faced center wall serves as the focal point, flanked by built-in shelving with elegant lighting. The consummate chef will delight in the variety of accoutrements offered in this delectable space honed to perfection. A large stone-topped island easily seats 5 and the premium appliance package encompasses a 36” Wolf gas induction cooktop, a 42” Sub-Zero fridge, a Wolf oven with matching drop-down microwave, an ASKO dishwasher, a Sub-Zero wine cooler, and adequate counter and storage space including a pantry. Adding stylish flair to the dining room is a built-in buffet with full mirrored wall and wide windows overlooking the tropical pool setting. A separate dry bar with pass-thru is convenient to both the great room and kitchen for ease of serving family and friends. Overlooking the pool is a bonus room with a pool bath and wall of pocketing sliders opening wide to a covered 545 sq. ft. outdoor oasis with tongue-and-groove ceiling, nicely equipped summer kitchen, and abundant room for both dining and lounging. The pavered lanai is enclosed with ClearView screening and includes a 25’x19’ heated pool with 6 stepping pads, spill over spa, sun shelf, LED bubbler, salt conversion generator and Pebble Tec finish. The owner’s wing, with an adjacent study, may become your most prized room of the home with its drop tray ceiling, spacious seating area, soaking tub inside an exquisite large glass shower, separate dual vanities and water closet. An additional bonus room with wet bar, two bedrooms and a bath are located upstairs. Other honorable mentions include a 3-car garage with epoxy floor, tankless gas water heater, 10-ft ceilings, modern staircase with floating steps, recessed lighting, crown molding, brick paver drive and walkway, 8’ interior solid core doors, professionally landscaped, and irrigation system. Poised on over a 1/3 acre lot in prestigious Harbor Acres with a sought-after central location near the arts, entertainment, dining, shopping, beaches, boating, golf and other year-round adventures. For families with elementary school-age children, top-ranked Southside School celebrates 120 years of excellence in academic achievement. This stately new residence has been masterfully crafted inside and out, and will add a sense of pride and joy to an already perfect lifestyle.
Listing is courtesy of: GRECO REAL ESTATE (941-685-0449)
Listing Agent: Karen Greco (941-504-6927)
3631 SAN REMO TER, SARASOTA, FL 34239
$7,995,000171 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 a 20,000-pound boat lift, dual jet ski 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.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Joel Schemmel (941-587-4894)
1934 DATURA ST, SARASOTA, FL 34239
$1,600,00080 Days on yellowkey MLS ID: A4680304
REDUCED by $25,000 (1.5%) on 04/22/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3091 Built: 2002 Tax: $9,130 (2025)Community: Desota ParkSingle Family
Taxes:$9,130
Remarks: A striking residence on one of Sarasota's treasured streets West of Trail, crowned with a NEW BARREL STYLE METAL ROOF, showcasing a raised front porch and grand double-door entry, all enveloped by a lush, resort-style tropical garden. This expansive home just freshly painted and professionally staged, offers four generously sized bedrooms, one boasting it's own large patio in the treetops. With over 3,000 square feet of thoughtfully designed living space, the home blends timeless elegance with comfort, creating an inviting setting for upscale entertaining and everyday living. Be welcomed by a grand two-story vaulted living and dining space, highlighted by an elegant curved staircase and open catwalk above. The spacious chef’s kitchen features a center island and breakfast bar, flowing seamlessly into the family room and through expansive sliding glass doors to a screened patio that evokes the feel of a private tropical paradise. The primary suite is conveniently on the main level, offering soaring ceilings and direct access to the patio. It includes a custom walk-in closet and a spa-inspired bath with dual vanities, a garden tub and a separate shower. Recent updates include NEW CARPETING IN ALL BEDROOMS, NEWER DUAL ZONED AIR CONDINTIONG SYSTEMS for optimal comfort, a NEW HOT WATER TANK and a COMPLETE WHOLE HOUSE RE-PLUMB, offering peace of mind and modern efficiency. ROOM FOR A POOL. Just steps away from Morton's Market, Veronica's, and other neighborhood favorites. Located in the highly regarded Southside Elementary School district, the home offers the very best of the West of Trail lifestyle, walkable to restaurants, boutiques shops, Sarasota Memorial Hospital, with easy access to downtown Sarasota and our world-famous beaches.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-907-9541)
Listing Agent: Christine Mazur (941-374-4015)
2244 SUNNYSIDE PL, SARASOTA, FL 34239
$549,00054 Days on yellowkey MLS ID: A4684357
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1116 Built: 1958 Tax: $5,227 (2025)Community: Sunnyside ParkSingle Family
Taxes:$5,227
Remarks: Location! Location! Location! Only 5.5 miles approx. to the world-famous Siesta Key Beach with its fine quartz sand from the Appalachian Mountains. Sunnyside Park is a sought-after subdivision, situated between Arlington Park & South Gate in the desirable Southside School District. This solid block house features fenced in back yard with room for a pool, playground or for any outdoor enjoyment. This is a 3-bedroom 2 bath house, plenty of windows, bright and airy. Terrazzo floor throughout. Laundry room and a screened lanai. Single car garage Unfurnished, move-in ready. Roof 2014. AC 2018. New appliances and granite counter tops in 2010. See attachment for Improvements & Updates. There is double driveway and a single car garage. Just minutes from Sarasota Memorial Hospital, the Hillview district with its restaurants and shops, including the Mortons Gourmet Market. Easy and quick access to downtown Sarasota with all its dining, shopping, theatres arts and culture it has to offer. If you do not want the hassle of monthly condo dues and restrictions, then make this house your home.
Listing is courtesy of: ASHTON LAKES REALTY INC (941-924-4832)
Listing Agent: Philip Abraham (941-441-6958)
1730 WISCONSIN LN, SARASOTA, FL 34239
$1,650,00024 Days on yellowkey MLS ID: A4687426
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 2910 Built: 2024 Tax: $20,687 (2025)Community: BayviewSingle Family
Taxes:$20,687
Remarks: New Build. Seller Offering $40,000 Credit at Close. Located West of the Trail, this spacious modern home offers exceptional value in one of Sarasota’s most desirable in-city neighborhoods. Built in 2024, the residence features 4 bedrooms, 4.5 baths, and approximately 2,900 square feet of thoughtfully designed living space. Positioned within city limits, it provides flexibility for rental opportunities (7 Night Minimum) while still delivering a luxury lifestyle just minutes from Downtown Sarasota, Southside Village, and Siesta Key Beach. Close to Sarasota Memorial Hospital and the coveted Southside school district. The home blends clean contemporary design with energy-efficient construction, open living spaces, and seamless indoor-outdoor flow ideal for entertaining. Room for a pool, seller offering $40,000 credit towards pool. With limited new construction available in this area at this price point, it stands out as a strong opportunity for both end users and investors. A rare combination of location, modern design, and long-term value in the heart of Sarasota.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Keith Kleppinger (941-525-2937)
1876 MAGNOLIA ST, SARASOTA, FL 34239
$2,650,000136 Days on yellowkey MLS ID: A4674004
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3292 Built: 2025 Tax: $9,262 (2024)Community: Poinsettia Park 2Spa: YesSingle Family
Taxes:$9,262
Tax Year: 2024
Remarks: Construction now complete! Move in to this stunning 2-story “Palonia IV Coastal” floor plan is one of the newest additions to the Allegra Homes collection of exquisite luxury residences and is located in the sought after West of Trail area near Siesta Drive, your direct pathway to Siesta Key. The cornerstone of the Allegra Homes’ vision is a dedication to excellence in custom home building and providing the very best in quality and design offered in today’s new home market. With 4 bedrooms, a den, a bonus room and 4 baths, the fabulous open living plan of 3,292 sq. ft. has been tastefully and thoughtfully designed with artistry, beauty and functionality. Upon entry into this upscale residence, you will first notice the great room with 16-ft. enhanced tray ceiling illuminated by natural light and a wall of pocketing sliders opening wide to a covered lanai. The full width of the back of the home has been dedicated to exceptional Florida living with a pool/spa, a covered dining area with detailed ceiling, and a fully-equipped outdoor kitchen … all screen enclosed and paver decking. Inside, the formal dining room features a wall of windows with fabulous views of your very own tropical oasis. The family chef will savor the ultimate kitchen set-up with large stone-topped island, abundant counter space and storage including a pantry, and premium appliance package such as Sub-Zero fridge and wine cooler, Wolf 36” gas cooktop and matching oven, drop-down microwave, ASKO quiet dishwasher, and even a Delta pot filler. The owner’s wing is a serene place of rest and rejuvenation. Bypassing the dual walk-in closets is the luxurious bath that’s absolutely delightful with its spacious glass shower and rain head, double vanities, large soaking tub and water closet. A den is also a part of the owner’s wing for added convenience for work or study. Guest accommodations are purposefully situated at the opposite end of the house for the utmost in privacy with access to a full bath and the gorgeous outdoor living area. Upstairs, there are 2 bedrooms, a bath and a bonus room for kid hangouts and family time. Additional amenities include a front porch, paver drive and entry, professionally landscaped and irrigation well, 2-car garage with epoxy finished floor, hurricane impact Low-E windows and sliding doors, crown molding, tray ceilings, natural gas water heater, and pool and house alarms. The prime location within Southside School District, celebrating 120 years of distinguished achievements awards, is ideal for families. And just about a mile from Southside Village and 2 miles south of downtown’s exciting smorgasbord of arts, entertainment, shopping, and dining is 1876 Magnolia Street, where people walk their dogs, neighbors greet one another, and families enjoy bike rides along tree-lined streets. This home creates a beautiful backdrop for a beautiful life.
1330 S JEFFERSON AVE, SARASOTA, FL 34239
$685,00042 Days on yellowkey MLS ID: A4685616
REDUCED by $100,000 (12.7%) on 04/22/2026
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: MAJOR PRICE REDUCTION - MUST SEE! This gorgeous home in the iconic Rustic Lodge enclave in Arlington Park was meticulously remodeled 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 is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Carol-Ann Warr (941-780-0665)
2600 LOMA LINDA ST, SARASOTA, FL 34239
$375,00038 Days on yellowkey MLS ID: A4686114
1 Days Off yellowkey (back on 4/22/2026)
REDUCED by $25,000 (6.3%) on 04/06/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1166 Built: 1954 Tax: $4,430 (2025)Community: Arlington ParkSingle Family
Taxes:$4,430
Elementary School: Alta Vista Elementary
Remarks: Under contract-accepting backup offers. Located on a large corner lot in the heart of Arlington Park, this classic Old Florida mid-century home offers an exceptional opportunity in one of Sarasota’s most desirable neighborhoods. Whether you’re looking to renovate and restore its charm or build a custom home, the property provides the ideal setting in a highly sought-after location. Enjoy true walkability with the YMCA just one block away and Arlington Park only two blocks away, featuring walking trails, tennis and pickleball courts, and a heated Olympic-size swimming pool. The neighborhood is known for its mature trees, quiet streets, and close proximity to everything Sarasota has to offer. Just five minutes to Sarasota Memorial Hospital and the vibrant shopping, dining, and cultural attractions of downtown Sarasota, and within easy reach of Sarasota’s world-renowned arts and entertainment scene, including the Van Wezel Performing Arts Hall and The Ringling Museum of Art.Only 15 minutes to the world-famous beaches of Siesta Key, as well as the waterfront dining, boutique shopping, and island lifestyle of St. Armands Circle and Lido Key. This property offers the rare opportunity to enjoy quick access to everyday conveniences, outdoor recreation, Sarasota’s celebrated arts and culture, and the Gulf Coast’s best beaches, all while creating the home or investment vision that fits your needs.
Listing is courtesy of: HARTMAN REAL ESTATE & COMPANY (941-500-4547)
Listing Agent: Zain Hartman (941-735-6415)
2215 DATURA ST, SARASOTA, FL 34239
$1,990,00075 Days on yellowkey MLS ID: A4681704
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2317 Built: 2018 Tax: $22,478 (2025)Community: GreenwichSpa: YesSingle Family
Taxes:$22,478
Remarks: Extraordinary Modern Sanctuary with Breathtaking Resort-Style Backyard Oasis on RARE Double Lot! Crafted by Majestik Homes—one of Sarasota's premier luxury homebuilders—this residence exemplifies innovative design, exceptional craftsmanship, and meticulous attention to detail. Known for redefining luxury living, Majestik Homes delivers bold, high-quality homes that prioritize safety, peace of mind, and timeless sophistication. This stunning home offers 4 bedrooms and 3 bathrooms with an open-concept layout featuring 10-foot ceilings, 8-foot doors, and abundant natural light through hurricane-rated impact-resistant windows, sliders, and doors. The chef’s kitchen stands out with quartz countertops, soft-close cabinetry, premium Sub-Zero refrigerator, induction cooktop, and high-end stainless-steel appliances, flowing seamlessly into the dining area and expansive great room with perfect sightlines to the front and rear yards. The luxurious primary suite is a serene escape with sliding glass doors to the patio, dual high-end custom walk-in closets, and a spa-like en-suite bath with dual vanities and open shower. The three additional bedrooms each feature beautiful high-end custom closets, with two separated by a stylish sliding barn door—ideal for guests, children, or a private home office. The two guest bathrooms are gorgeous and impeccably designed. One offers a sleek frameless glass walk-in shower with crisp white tilework, floating vanity, and tropical accents for a tranquil spa feel. The other provides a deep relaxing bathtub in sophisticated gray subway tile, paired with a pristine white vanity, bright natural light, and clean contemporary finishes—both showcase exceptional detail and timeless elegance. Premium upgrades include a new 16 SEER AC system, epoxy-coated garage floors, high-end built-in garage cabinetry, dedicated Tesla charging station, natural gas service with generator-ready hookup, hard-wired architectural uplighting for stunning evening ambiance, auto drapes throughout, and a private well for irrigation—a huge money saver on water costs. The backyard is the true centerpiece: a jaw-dropping saltwater infinity-edge pool with integrated hot tub, gas-heated for year-round use. This low-maintenance pool is self-cleaning and self-draining for effortless ownership. Surrounded by an expansive deck of premium Shellock pavers—renowned for durability, slip-resistance, and cool-to-the-touch feel—the oasis is fully enclosed by premium 6' white vinyl privacy fencing. Mature tropical landscaping, palms, and lush greenery frame the space. A dedicated kids’ play area along the north fence line adds family charm, complemented by a beautifully designed large chicken coop. The second lot offers a separate entrance from the north side road (Hyde Park) and abundant space for a 2nd garage, casita, home gym, pickleball court, RV/boat storage, or expanded outdoor living—truly endless possibilities. Smartly scaled for easy, low-maintenance living yet delivering an enormous resort-caliber backyard with unmatched privacy and versatility. No HOA restrictions. Just 1 minute to Sarasota Memorial Hospital—ideal for medical professionals. Downtown Sarasota (dining, arts, theater, shopping, entertainment) is 5 minutes away. Siesta Key is a quick 10-minute drive. Easy access to Van Wezel Performing Arts Hall, top-rated schools, Southside Village, Ringling College, USF Sarasota-Manatee, and I-75. Short drive to iconic St. Armands Circle and Lido Beach.
Listing is courtesy of: RONNIE DEWITT AND ASSOCIATES (941-755-0011)
Listing Agent: Ronnie Dewitt (941-650-2154)
1349 HARBOR DR, SARASOTA, FL 34239
$4,100,000108 Days on yellowkey MLS ID: A4676231
1 Days Off yellowkey (back on 4/21/2026)
Bed: 4 Bath: 4.0 Gar: 4 Liv Area Sq Ft: 4337 Built: 2012 Tax: $27,088 (2025)Community: Harbor AcresSpa: NoSingle Family
Taxes:$27,088
Remarks: Located in Harbor Acres, one of Sarasota’s most coveted neighborhoods, this coastal traditional residence enjoys an exceptional in-town setting just minutes from downtown and Southside Village, home to 14+ restaurants, Morton’s Gourmet Market, and Sarasota Memorial Hospital—truly the epicenter of city living. Poised on an elevated lot, this newly renovated 4-bedroom, 4-bath home offers a highly desirable and functional floor plan filled with natural light, high ceilings, and abundant windows throughout the main level. The thoughtfully designed first floor features a spacious primary suite with dual closets and a bath with soaking tub, along with an additional bedroom suite and a private office conveniently located near the living room and primary bedroom. The living room is anchored by a fireplace flanked with custom built-in bookcases and opens via sliding glass doors to the covered patio, creating seamless indoor-outdoor flow. A well-proportioned dining room sits just off the kitchen, ideal for both everyday living and entertaining. The open kitchen features new luxury appliances, quartzite countertops, a farmhouse-style sink, beverage refrigerator, custom pantry, breakfast bar overlooking the living room, and a sun-filled breakfast room. An oversized laundry room offers ample space for custom built-ins and includes a new washer and dryer. A full bath on the main level serves both the additional downstairs suite and functions as a pool bath. Recent updates include wide-plank oak flooring, quartzite kitchen countertops, new appliances, new light fixtures throughout, two new air conditioning systems, fresh interior and exterior paint, new vanities in the primary bath and one upstairs suite, and new tropical landscaping that creates a lush garden setting. Upstairs, a large family or game room is flanked by two bedroom suites and opens to a front terrace. Designed for indoor-outdoor living, the home features a screened pool, outdoor dining area, and summer kitchen. A 4-car garage with additional storage completes this exceptional offering. Harbor Acres is renowned for its voluntary homeowners association and strong sense of community, making it one of Sarasota’s most desirable neighborhoods.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Kim Ogilvie (941-951-6660)
2940 BOUGAINVILLEA ST, SARASOTA, FL 34239
$650,0008 Days on yellowkey MLS ID: A4689977
2 Days Off yellowkey (back on 4/22/2026)
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1710 Built: 1960Monthly Fee: $17 Tax: $6,279 (2025)Community: South GateSingle Family
Taxes:$6,279
Remarks: Stunning, mid-century modern home in highly desirable South Gate with views you must see to believe! If you could have picked one of the best lots in South Gate back in the 1960’s this may have been it. The two-bedroom plus office, two bath home sits on a bluff overlooking a wide portion of Philippi Creek including a large aquatic preserve. You’ll be mesmerized by long, unobstructed views in every direction. A nature lovers delight and absolutely intoxicating. But while location is important, there are many more features in this classic home to consider. Entering through the large foyer you’ll immediately notice beautiful terrazzo floors throughout and a great room with vaulted ceilings. There’s an adjacent dining area off the kitchen and all of these spaces look out through what appears to be a “wall of glass” dedicated to the world class view of flora and fauna. The primary bedroom also has views and access to the back yard and the primary bathroom has been upgraded with a separate tub and walk in shower. The den/office can be made more private with sliding pocket doors and function as a guest bedroom. It even has a dedicated, enclosed patio and garden space. There’s an attached, oversized garage with room for your workshop and a double wide driveway with plenty of parking. While this home has been appropriately updated and improved over the years you’ll find it’s all been done with a great sensibility to the original intent, quality and “hipness” so many are learning to appreciate, again.
Listing Agent: Barbara May (404-822-9264)
2612 BOTANY AVE, SARASOTA, FL 34239
$495,0001 Day on yellowkey MLS ID: A4688184
Bed: 2 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1407 Built: 1962 Tax: $4,313 (2025)Community: South Gate ManorSingle Family
Taxes:$4,313
Elementary School: Wilkinson Elementary
Remarks: Welcome to 2612 Botany Ave, a true mid-century modern pool home offering comfort, privacy, and an unbeatable central Sarasota location. This 2-bedroom, 2.5-bath residence includes a flexible bonus room off the garage, ideal for a home office, gym, or future expansion. The home features high vaulted ceilings in the living and dining areas, creating a bright, open feel that reflects its classic mid-century design. Inside, you’ll also find a renovated kitchen (2025) with new appliances including a never-used oven, a Samsung Smart refrigerator, updated lighting, new flooring throughout the main living areas, and fresh interior and exterior paint. Step outside to a private screened lanai and pool, recently rescreened, with a fully fenced yard featuring new vinyl fencing (2024) and updated landscaping, perfect for relaxing or entertaining. The home is equipped with PVC/CPVC plumbing, and additional upgrades include a new AC (2024), offering peace of mind for years to come. Positioned in one of Sarasota’s more desirable pockets, this home offers convenient beach access while benefiting from a higher elevation than many surrounding areas. Ideally located just minutes from Morton’s Gourmet Market, downtown Sarasota’s dining, shopping, and cultural scene, and the waterfront, with Siesta Key Beach approximately 15 minutes away. A move-in ready home with thoughtful upgrades and a private pool in one of Sarasota’s most convenient locations.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Thomas Dupont (941-565-4029)
2410 PROSPECT ST, SARASOTA, FL 34239
$799,000297 Days on yellowkey MLS ID: A4656811
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1969 Built: 2017 Tax: $10,998 (2024)Community: Rustic Lodge 2Spa: NoSingle Family
Taxes:$10,998
Remarks: Welcome to this elegant 2017 constructed 'better than new' home that combines the convenience of easy access to Sarasota’s best parks, markets, restaurants, and top-rated schools, with a quiet, friendly neighborhood— plus just a short drive to world-famous sugar-sand beaches of Siesta Key and Lido Beach. Nestled on a lush corner lot in the heart of highly sought-after Arlington Park, this 3-bedroom, 2.5-bathroom residence offers 1,969 heated Sq Ft of beautifully finished craftsman style living and a spacious 2-car garage. The home has been meticulously maintained and thoughtfully upgraded to satisfy the comfort and conveniences required by today's modern lifestyle. You’ll be immediately impressed by the pristine curb appeal and the drama of the grand foyer showcasing soaring 20+ foot ceilings, adding to the home's modern style and open feel. Thoughtful details abound, including crown molding, gorgeous hardwood floors, and exquisite finishes throughout, accented by an abundance of natural light. The formal living and dining rooms create an ideal space for entertaining, while the well-appointed chef’s kitchen is a true showstopper—complete with quartz countertops, custom solid wood cabinetry, stainless steel appliances, a large island, pendant and recessed lighting, and a beautiful backsplash. The kitchen overlooks the bright and inviting combined family and dining area, seamlessly connecting the heart of the home. Upstairs, the huge master suite offers a peaceful retreat, featuring plush carpeting, a spacious walk-in closet, and a luxurious en-suite bathroom with dual vanities and a stunning dual-head walk-in shower. Two additional light-filled bedrooms provide plenty of space for family or guests. Outside is your expansive covered brick-paved patio, perfect for quiet evenings or entertainment, all within a fully fenced backyard with ample room to add a pool. Lush landscaping has been strategically positioned to provide the home with privacy while maintaining a sleek contemporary theme. Additional upgrades include a new A/C unit, new gutters, new washer & dryer, an alarm system, insulated garage door, EV charger, and a new refrigerator. This move-in ready charmer is truly better than new, and offers it all — style, space, and a prime Sarasota location!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-383-7591)
Listing Agent: Kathy Callahan (941-900-8088)
1714 WALDEMERE ST, SARASOTA, FL 34239
$1,800,00024 Days on yellowkey MLS ID: A4688029
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2003 Built: 2000 Tax: $4,256 (2025)Community: Hudson BayouSpa: NoSingle Family
Taxes:$4,256
Remarks: Rarely available 2001 built one story home on a 75 ft wide lot in the prime heart of West of Trail/ Southside Village area. One block to Sarasota Memorial Hospital and 3 blocks to the ever popular Southside Village shops and restaurants. A "true" neighborhood, Hudson Bayou is one of the most sought after areas to live in. This 4 bedroom (split bedroom plan) 3 full bath pool home has high ceilings and an oversized 2 car garage.
2440 VALENCIA DR, SARASOTA, FL 34239
$599,0001 Day on yellowkey MLS ID: A4690679
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1330 Built: 1956 Tax: $3,188 (2025)Community: South GateSpa: NoSingle Family
Taxes:$3,188
Remarks: Charming Sarasota home for sale with 2 bedrooms, 2 baths, over 1,300 square feet, a one-car garage, and a fully fenced backyard. Located in the highly sought-after Southside Elementary school district, this residence offers the perfect blend of charm, comfort, and convenience. Inside, beautiful terrazzo floors, integrated built-ins, and a light-filled Florida room create an inviting atmosphere with flexible space for relaxing, entertaining, or working from home. This home’s midcentury appeal and classic Florida style make it especially inviting. Ideally located near downtown Sarasota, Southside Village, Sarasota Memorial Hospital, restaurants, shopping, parks, and the beaches, this is an excellent opportunity for buyers seeking a primary residence, seasonal retreat, or investment property in Sarasota real estate, with its character, ease of living, and optimal location.
Listing Agent: Kelly Mooney (941-587-8430)
1394 HARBOR DR, SARASOTA, FL 34239
$7,750,00069 Days on yellowkey MLS ID: A4682309
REDUCED by $500,000 (6.1%) on 04/21/2026
Bed: 4 Bath: 6.0 Gar: 3 Liv Area Sq Ft: 5913 Built: 2004 Tax: $48,224 (2025)Community: Harbor AcresSpa: YesSingle Family
Taxes:$48,224
Remarks: Presenting a distinguished waterfront estate located in Sarasota’s premier bayfront community, Harbor Acres, widely regarded as the city’s most coveted neighborhood. Perfectly situated on a protected deep-water boat basin, this property offers immediate access to Sarasota Bay with the added benefit of a boat dock and lift on calm waters-ideal for larger vessels. With prized southern rear exposure, the home is bathed in natural light throughout the day, while capturing glowing sunsets across the water — a rare and highly desirable feature for waterfront living. The thoughtfully designed 4-bedroom, 6 bath floor plan offers exceptional flexibility and privacy, with distinct guest wings that function almost as private suites — ideal for hosting extended family, visiting friends, or even live-in arrangements without sacrificing personal space. The seamless flow between formal and casual living areas makes the home equally suited for elegant entertaining or relaxed everyday living. At the heart of the home, the chef’s kitchen features beautiful quartz countertops, island, abundant cabinetry, and premium appliances, opening effortlessly to the family room and outdoor living areas. A striking double-sided gas fireplace creates ambiance between key gathering spaces, enhancing both intimate evenings and larger gatherings. Enjoy the rare luxury of choosing between two primary suites. Both primary suites are serene retreats offering generous proportions, tranquil water views, and a spacious walk-in closets with custom built-ins designed for optimal organization. The spa-inspired baths provides a luxurious escape at the end of the day. Outdoor living is where this property truly shines. A fully equipped summer kitchen anchors the covered lanai, creating the perfect setting for waterfront dining and entertaining. The infinity edge pool, spa and outdoor lounge areas overlook the wide boat basin, where you can watch dolphins pass and boats glide by — all from the comfort of your own backyard.
Please select an email frequency other than None since you have chosen for us to email you with changes that match your search.