Location: Sarasota , 34239
Do Not Show Listings
1730 WISCONSIN LN, SARASOTA, FL 34239
$1,650,0004 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
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$20,687
Elementary School: Southside Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Sarasota Middle
Remarks: One or more photo(s) has been virtually staged. Located West of the Trail, this newly built 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! 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)
1761 SIESTA DR, SARASOTA, FL 34239
$1,100,000Listed 04/03/2026 12:00PM MLS ID: A4688614
Bed: 4 Bath: 0.0 Liv Area Sq Ft: 2020 Built: 1949 Tax: $4,880 (2025)Community: BayviewApartment
Taxes:$4,880
Elementary School: None
High School: None
Middle School: None
Remarks: Siesta Key Triplex – High-Yield, Weekly Rental Zoned Investment! Concrete triplex in city limits featuring one 2BR/2BA and two 1BR/1BA units with long-term tenants in place...immediate cash flow from day one. Proven income of $65K–$85K annually with low overhead expenses (taxes, insurance, landscaping only). Tenants pay all utilities with separate electric & water meters for each unit. Weekly rental zoning in city limits is a major upside for short-term income potential. Ideal for investors looking to significantly increase returns or house-hack by living in one unit and renting the others. Recent upgrades include new A/C systems, water heaters, appliances, security cameras, exterior lighting, and tropical landscaping. Solid concrete construction in Evacuation Zone D and NO flood insurance is required. Prime location just minutes to Siesta Key Beach, walking distance to dining, shopping, and essentials. Quick access on/off the key only 2 blocks to North Bridge. Value-add opportunity: Purchase adjacent property at 1760 Wisconsin Lane to scale to a 7+ unit portfolio with potential six-figure+ income. Why buy just one when you can buy both! Strong in-place income makes this a rare Siesta Key investment. Do not disturb tenants. Showings by appointment only; listing agent must accompany all showings.
Listing Agent: Danielle Dietrich, Pa (603-767-9166)
1761 SIESTA DR & 1760 WISCONSIN LN, SARASOTA, FL 34239
$2,400,000Listed 04/03/2026 12:03PM MLS ID: A4688714
Bed: 10 Bath: 0.0 Liv Area Sq Ft: 4435 Built: 1949 Tax: $9,643 (2025)Community: BayviewApartment
Taxes:$9,643
Remarks: 7 Rentable Units | 10 Bed, 8 Bath Income Property – Prime Siesta Key Location! Exceptional opportunity to own a fully leased multifamily property just minutes from world-famous Siesta Key Beach. Located on Siesta Drive—the gateway to Siesta Key—this offering includes two adjacent triplexes on two separate lots, with potential to expand to 8 units. The property features a versatile mix of 1BR, 2BR, 3BR, and studio layouts, ideal for maximizing rental income. Zoned for weekly rentals (7-day minimum) within city limits, this property offers strong income potential with a blend of long-term tenants and proven short-term rental performance (Airbnb 5-star host/seasonal). Recent upgrades include newer roofs (2016–2017), new siding, updated A/C units, hot water heaters (2021+), appliances, exterior plumbing, fencing, and security lighting/cameras. Professionally landscaped grounds enhance curb appeal. On-site laundry with the ability to add laundry to every unit. Tenants pay utilities with 7 separate water and electric meters. Situated just blocks from the North Bridge and within walking distance to shopping, dining, and everyday conveniences. Located in an X flood zone – NO flood insurance required, and Level D evacuation zone. Ample parking for up to 17 vehicles, plus space for boats, kayaks, and recreational toys. Buy one or both – must be sold simultaneously: 1761 Siesta Dr & 1760 Wisconsin Ln – a rare high-income investment package on Siesta Key. Strong financials: ~7.45% cap rate, under $20K in annual expenses, and projected income of $175K–$200K+ with upside potential. Do not disturb tenants. Showings by appointment only; listing agent must accompany all showings.
1760 WISCONSIN LN, SARASOTA, FL 34239
$1,300,000Listed 04/03/2026 11:57AM MLS ID: A4688606
Bed: 5 Bath: 0.0 Liv Area Sq Ft: 2175 Built: 1948 Tax: $4,763 (2025)Community: BayviewApartment
Taxes:$4,763
Remarks: Siesta Key Triplex – Weekly Rental Zoned Investment Opportunity Concrete triplex in city limits featuring one 3BR/1BA unit with attached 1BR/1BA studio and two additional 1BR/1BA units. ALL units are tenant-occupied with immediate income potential; historical annual income reported at $80K–$100K. Zoned for weekly rentals in Siesta Key City Limits...allow short- or long-term rental flexibility. Property includes four electric and four water meters, with tenants paying utilities. Expenses are kept low and are primarily limited to taxes, insurance, and landscaping. Recent updates include A/C systems, water heaters, appliances, exterior lighting, security cameras, and landscaping. Features shared on-site laundry plus private laundry in the larger unit. Concrete construction makes this the perfect investment property close to the beach and in Evacuation Zone D. No flood insurance required! Prime location near Siesta Key Beach with easy access to shopping, dining, and public transportation. Approximately two blocks to the North Bridge. Add 1761 Siesta Dr to increase your income potential and begin your Siesta Key Portfolio or scale to a 7+ unit portfolio with a potential six-figure+ income gain. Why buy just one when you can buy both! Strong in-place income makes this a rare Siesta Key investment. Intended to be sold together. Do not disturb tenants. Showings by appointment only; listing agent must accompany all showings.
2244 SUNNYSIDE PL, SARASOTA, FL 34239
$549,00034 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
Middle School: Brookside Middle
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)
1865 ORCHID ST, SARASOTA, FL 34239
$1,895,000Listed 04/03/2026 11:26AM MLS ID: A4688669
Bed: 4 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 2252 Built: 1953 Tax: $17,715 (2025)Community: Poinsettia Park 2Single Family
Taxes:$17,715
Remarks: Welcome to your dream home in Sarasota’s coveted West of Trail neighborhood—one of the area’s most sought-after locations, known for its quiet, tree-lined streets, upscale homes, and unbeatable proximity to the water. This beautifully designed 4-bedroom, 3-bathroom residence offers the perfect blend of comfort, style, and income potential, complete with a spacious garage for added convenience. Inside, you’ll find a thoughtfully curated layout that effortlessly balances everyday living with entertaining, featuring open, inviting spaces filled with natural light. Step outside to your own private retreat. The brand-new heated pool and spa create a true Florida oasis—perfect for relaxing afternoons, entertaining guests, or enjoying warm evenings year-round. Living West of Trail means being just moments from the best of Sarasota. You’re minutes to the powdery white sands of Siesta Key Beach, consistently ranked among the top beaches in the country, as well as the vibrant culture, dining, and shopping of Downtown Sarasota. The area is prized for its blend of coastal charm, walkability, and access to top-rated schools, making it highly desirable for both homeowners and vacation guests. Whether you’re seeking a personal retreat, a luxury vacation home, or a high-performing investment property, this residence delivers on every level. Don’t miss the opportunity to own a move-in-ready home in one of Sarasota’s premier locations.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Tina Ellis (512-550-1117)
3368 SHEFFIELD CIR, SARASOTA, FL 34239
$480,00070 Days on yellowkey MLS ID: A4679367
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1798 Built: 1969Monthly Fee: $8 Tax: $3,379 (2025)Community: Village Green Club EstatesSingle Family
Taxes:$3,379
Elementary School: Wilkinson Elementary
Remarks: Enjoy the best of Sarasota living in this centrally located, fully fenced home with impact windows, circular driveway, with an amazing private outdoor living space that is minutes from shopping, dining, and a short drive to the sugar-sand beaches of Siesta Key. Thoughtfully updated and designed for comfortable everyday living, this home offers a flexible floor plan and inviting spaces both indoors and out. Inside, the light and bright interior features a crisp, clean feel and a desirable split-bedroom, open floor plan. Modern light wood-look laminate flooring flows throughout the home. The entryway includes a convenient coat closet and the open dining and living room combination offers flexibility for entertaining and everyday living. The interior flows seamlessly from the front of the home through the family room and out to the enclosed lanai. The kitchen showcases white shaker cabinets, granite countertops, a glass subway tile backsplash, and stainless steel appliances making it both stylish and functional. The spacious primary suite features tall windows, a large walk-in closet, and an en suite bathroom that offers a shower/tub combo and a thoughtful layout with the toilet and shower separated from the vanity. The guest bedroom is generously sized, and the updated guest bathroom features tile flooring, a large stone shower with glass doors, and granite countertops. Enjoy Florida living year-round with an enclosed, multi-use lanai featuring tile flooring and expansive glass windows that add valuable living space, along with an additional screened rear patio perfect for a more open-air outdoor experience. The vinyl-fenced backyard with lush tropical landscaping completes the home’s rear outdoor oasis. With a great location and stylish updates throughout, this home is ready to be enjoyed. Come see it, feel the charm, and make it your own!
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Karie Backman (941-404-8389)
1944 JASMINE DR, SARASOTA, FL 34239
$2,750,00039 Days on yellowkey MLS ID: A4683674
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1754 Built: 1954 Tax: $3,747 (2025)Community: Hartland ParkSingle Family
Taxes:$3,747
Remarks: In Sarasota, certain neighborhoods consistently outperform the market. West of the Trail is one of them. Defined by its proximity to Siesta Key and Downtown, and distinguished by its established residential character, this enclave has long represented one of the city’s most enduring and sought-after addresses. 1944 Jasmine Drive is positioned within this highly regarded corridor, where location, access, and long-term desirability converge. Just minutes to the beaches of Siesta Key, Southside Village, Sarasota Memorial, Downtown, the cultural waterfront, and the marina, this address places you at the center of everything that defines Sarasota living. The residence offers refined indoor and outdoor living, complemented by a private pool designed for year-round enjoyment and effortless entertaining. For buyers who understand the geography of this market, West of the Trail requires no introduction. It simply remains where many choose to be, and where values continue to hold their ground. Professional photography and additional images to be uploaded shortly.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Ralf Michael Guensch (941-350-3450)
3360 S OSPREY AVE #104B, SARASOTA, FL 34239
$299,0001 Day on yellowkey MLS ID: A4688292
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1122 Built: 1969 Tax: $3,473 (2025)Community: Bermuda On OspreyCondo
Taxes:$3,473
Remarks: Move-in ready 2-bedroom, 2-bath tastefully decorated ground floor condo located in the desirable Oasis of Osprey, West of the Trail. This well-maintained unit features an upgraded kitchen with granite countertops and stainless steel appliances, along with updated bathrooms. Enjoy indoor-outdoor living with a screened lanai and brick paver patio, plus the added convenience of a private 6x6 storage space. Just steps from the Oasis condo community pool and fitness center, this condo offers both comfort and functionality. Ideally situated in the heart of Sarasota, this property offers quick access to Siesta Key Beach, downtown Sarasota, Sarasota Memorial Hospital, the Hillview area, and I-75. Whether you're looking for a primary residence, seasonal getaway, or investment opportunity, this condo offers exceptional value and convenience in a prime location.
Listing is courtesy of: HARRY ROBBINS ASSOC INC (941-924-8346)
Listing Agent: Marlin Yoder (941-893-7406)
2068 SUNNYSIDE LN, SARASOTA, FL 34239
$895,0001 Day 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 1Single Family
Taxes:$2,984
Remarks: 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)
2613 TEMPLE ST, SARASOTA, FL 34239
$1,199,000130 Days on yellowkey MLS ID: A4673045
Bed: 3 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3308 Built: 1997 Tax: $4,898 (2025)Community: Highland Park 2Single Family
Taxes:$4,898
Elementary School: Alta Vista Elementary
Remarks: PRICED TO SELL AT $1,199,000 , this is your chance to own a home with incredible value. A NEW METAL ROOF IS SCHEDULED FOR APRIL -giving buyers instant peace of mind and long-term savings from day one. A rare offering with architectural character and privacy, this property presents exceptional value for buyers seeking a truly special one-of-a-kind retreat. Welcome to Storybook — a treetop sanctuary where architecture, nature, and artistry meet! Tucked away in Arlington park at the end of a private canopied road and surrounded by native Florida landscaping and protected wetlands, this extraordinary 3-bedroom, 4-bathroom residence with a custom library/den feels like a hidden world all its own. Designed by renowned Sarasota architect Richard G. Allen, known for his sustainable and expressive style, Storybook lives up to its name — enchanting, serene, and timeless. Soaring ceilings, exposed wood beams, and maple floors create a warm, open-concept living space that flows effortlessly to the outdoors. Clerestory windows invite natural light, while the wraparound porch and treetop pool immerse you in the surrounding canopy. A spiral staircase ascends to a light filled loft offering both inspiration and a tranquil retreat above it all. This home's heart resides in a custom library/den, a quiet sanctuary where books, ideas, and conversation gather. Beyond the cozy den lies an en suite bedroom, a serene space inspired by Zen simplicity. Sliding glass doors open to the wraparound patio, a haven for morning coffee and quiet reflection. On the same floor, a second primary suite welcomes you through an intricately hand carved door. Inside, an expansive bedroom and private sitting area rests quietly among the treetops, wrapped in peaceful seclusion. The ground floor includes a private guest suite and entrance, spacious laundry room, ample storage, oversized two-car garage ,and EV charging station. From the hand-carved Tibetan gates to the tranquil pond and water feature, every detail of Storybook reflects a reverence for Sarasota’s natural beauty and a deep sense of peace and privacy. This is more than a home — it’s a place to breathe, reflect, and feel fully connected to the world around you.
Listing Agent: Dianne Anderson (941-350-3513)
2624 MULBERRY TER, SARASOTA, FL 34239
$3,300,000105 Days on yellowkey MLS ID: A4668284
0 Days Off yellowkey (back on 4/2/2026)
Bed: 4 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 3744 Built: 2021 Tax: $34,305 (2024)Community: Bay View Heights AddSingle Family
Taxes:$34,305
Tax Year: 2024
Remarks: Under contract-accepting backup offers. Meticulously designed by award-winning DSDG Architects and built to the highest standards by top rated Voigt Brothers Construction in 2021. This MODERN home is visually striking. Discreetly located behind a walled quarter-acre homesite with motorized security gate, gorgeous West of Trail residence is highlighted by a flowing contemporary floor plan of 3,744 sq. ft. and introduces the perfect combination of plush materials, clean lines, and gracious beauty. As if taken directly from the pages of Architectural Digest, this 4-bedroom plus flex room, 5-bath residence is loaded with personality, charm and character. Architectural concrete walking pads beckon entry into the home’s light-filled interior where every detail evokes a feeling of peace and harmony. The fabulous living room is crowned with a 13-foot floor-to-ceiling accent wall featuring an electric fireplace flanked by floating solid oak shelves and undermount display lighting. An expansive wall of sliders opens to an outstanding indoor-outdoor space with a Palm Springs style terrace, 12-foot cypress ceiling detail, a professional cooking station, and a heated saltwater Pebble Tec pool/spa. The artful night lighting accents the tropical landscape designed to provide a welcoming ambiance of lush tranquility. A sleek chef’s kitchen is centered on a dramatic 14-foot double thick island with waterfall edge and seating space for 6, ultra-premium Dacor appliances, solid wood custom cabinetry, a wine cooler, and plenty of prep room and storage. The formal dining room is complemented with 10-foot windows overlooking the pool terrace and is separated from the kitchen by an accent wall with LED lighting. The first-floor primary suite is private and inviting. It features access to the terrace, 2 walk-in custom closets, and a lavish bath with floating vanities, designer pendant chandelier, huge walk-in shower with multiple body jets, and freestanding soaking tub. The second floor features a loft office, a second primary suite, additional bedroom, and a large flex room with full bath, walk in closet, wet bar, surround sound and an AV closet making it ideal for a media room. The owners spared no expense equipping this home with additional bonuses such as wide plank French oak floors, 20 kw Kohler generator with automatic transfer switch, concrete surfaces with non-slip coating, utility room with sink, two-car garage, tankless water heater, two 15 SEER A/C systems, irrigation and security systems, commercial grade membrane roof, impact windows, doors and an impact garage door -- all connected to a Control 4 automated smart home system which also controls lighting, sound, TVs, window shades, cameras and the pool. The address just off South Osprey Avenue offers close proximity to downtown Sarasota’s world-class shopping and dining, cultural offerings, sugar sand beaches, and top-ranked school district. 2624 Mulberry Terrace is a bold statement of casual elegance, stylish sophistication and supreme artistry where every detail has been expertly created to deliver the best life of luxury on Florida’s cultural coast.The evening hush settles over West of Trail as soft lighting flickers to life across a Palm Springs–style courtyard. You step through the private gates and along sculpted concrete pads, past a tropical pool that glows like glass at dusk—an instant hint that this home was designed for both celebrations and quiet moments.
Listing is courtesy of: GRECO REAL ESTATE (941-685-0449)
Listing Agent: Karen Greco (941-504-6927)
1731 CUNLIFF LN, SARASOTA, FL 34239
$2,895,00028 Days on yellowkey MLS ID: A4684577
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 3104 Built: 1948 Tax: $9,273 (2025)Community: Mcclellan ParkSingle Family
Taxes:$9,273
Remarks: Complete renovation and brand new addition completed in 2024. If you’ve been searching for a Sarasota West of Trail oasis, quiet, private, accessible and beautifully updated, this McClellan Park residence brings together the features discerning West of Trail buyers value most, a large .34-acre lot, a fully renovated home with a 2024 addition, a detached guest house, a heated saltwater pool and energy independence, all on a private dead-end street minutes from the best of Sarasota. Originally built with timeless character, this in-city sanctuary has undergone a comprehensive back-to-studs renovation and is up to Florida building code, with an official effective build date of 2013. A classic foundation, refined with modern upgrades and standards. The main home spans 3,100 square feet with three bedrooms and three baths, fully customized with all 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 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 adds artistic flair. Appliance garages, interior drawers, a workstation sink with two faucets and an 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 treehouse 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.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Andrew Tanner (941-539-0998)
1775 STAPLETON ST, SARASOTA, FL 34239
$1,545,000155 Days on yellowkey MLS ID: A4670359
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2853 Built: 2007Monthly Fee: $568 Tax: $8,620 (2024)Community: Granada ParkSingle Family
Taxes:$8,620
Remarks: Between North Siesta Key and Oyster Bay, this coastal craftsman contemporary residence offers the leisure of a maintenance-free lifestyle in a desirable location. Visit nearby shopping and dining, or just a quick drive to Siesta Key Beach or downtown Sarasota. Positioned across from the community pool, the home offers easy-care landscaping complemented by a charming herb garden. Built of solid concrete block construction for lasting durability, recent improvements include new UV purification in air-conditioning units, a new roof and fresh exterior paint. The well-designed floor plan offers four bedrooms and three baths, with a flowing open layout that connects the great room, dining area and kitchen beneath high ceilings filled with natural light. A private guest suite above the garage provides flexible space for multi-generational living, a studio or fitness retreat. Throughout the home, refined details like solid-wood cabinetry, deep-trimmed windows and fine millwork reflect craftsmanship and quality. The great room impresses with a two-story ceiling and fireplace, while the kitchen showcases shaker cabinetry, quartz countertops, a center island, stainless-steel appliances and a walk-in pantry. Living in Granada Park provides the ease of a lock-and-go lifestyle in a gated, established neighborhood. This pleasant haven is conveniently just .3 miles from Publix, .5 miles to CineBistro, 1.3 miles to Southside Village, two miles to Sarasota Memorial Hospital, 2.6 miles to downtown Sarasota and five miles to Siesta Key Beach. It’s the best of Sarasota living, wrapped in a maintenance-free, West of Trail lifestyle.
3625 JACINTO CT, SARASOTA, FL 34239
$600,00022 Days on yellowkey MLS ID: A4686033
REDUCED by $25,000 (4.0%) on 04/02/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1008 Built: 1957 Tax: $707 (2025)Community: GranadaSingle Family
Taxes:$707
Remarks: This property offers an opportunity to secure a homesite in the highly desirable West of Trail neighborhood. Situated on a quiet residential street, this property presents the chance to build a custom residence in a location known for its charm, convenience, and long-term value. The existing structure on the property is a modest single-family home, but the true value here lies in the land and the prime setting it provides. Buyers looking to design and build their dream home will appreciate the opportunity to start fresh in a neighborhood where new construction and luxury homes continue to transform the streetscape. West of Trail is widely regarded as one of Sarasota’s most sought-after mainland locations. Nestled between Sarasota Bay and Tamiami Trail, the area is known for its picturesque, tree-lined streets, historic charm, and proximity to many of the city’s most desirable destinations. One of the biggest draws of this location is its outstanding convenience. The property is just minutes from Southside Village, a vibrant and walkable district known for its boutique shops, restaurants, and local cafés. Downtown Sarasota is also only a short drive away, offering theaters, art galleries, marina views, and an active cultural scene. For beach lovers, this homesite is ideally positioned close to Siesta Key, world-famous for its powdery white quartz sand and stunning Gulf sunsets. Families are also drawn to the area because of the highly regarded local school district, including Southside Elementary.
Listing is courtesy of: CORCORAN DWELLINGS REALTY (941-200-4663)
Listing Agent: Marc Rasmussen (941-200-4663)
1671 ARLINGTON ST, SARASOTA, FL 34239
$2,995,00029 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 SubSingle 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 is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Steven Moore (401-767-7180)
1915 TULIP DR, SARASOTA, FL 34239
$2,699,999123 Days on yellowkey MLS ID: A4673707
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2935 Built: 2025 Tax: $6,145 (2025)Community: Hartland ParkSingle Family
Taxes:$6,145
Remarks: Welcome to 1915 Tulip Drive – a beautiful Single Story home you will love! This new construction Modern Coastal Single Story home is located West of the Trail in the preferred Zone X (unshaded) with elevated storm protection and easy access to Siesta Key beaches, Southside Village and Downtown Sarasota. Built strong and stylish by Majestik Homes, this 4 bedroom 4 bathroom residence blends architectural elegance with energy efficiency and storm-ready construction. From the moment you enter through the grand 9-foot doors, you’re greeted by soaring ceilings, expansive glass, and a seamless indoor-outdoor flow that captures Florida living at its finest. The open floor plan centers around a designer great room, a chef’s kitchen outfitted with premium Thermador gas appliances and a dining room that is perfect for intimate dinners and larger gatherings. Designed with both performance and sustainability in mind, this home features energy-efficient lighting, appliances, and insulation systems that reduce consumption without sacrificing comfort. With 2 efficient air conditioning units and a tankless gas water heating system you will enjoy energy efficient heating and cooling year-round. Built with an emphasis on strength and safety, this residence offers peace of mind with a finished floor height of 26’ above sea level and materials selected to withstand Florida’s toughest storms. Every detail—from the block construction to the impact-rated windows—has been thoughtfully engineered to provide long-lasting security and a safe haven for your family. Beautifully staged and thoughtfully designed, this home showcases artwork from some of the local area’s most inspiring artists. Easy to show – you won’t want to miss this exceptional opportunity.
Listing is courtesy of: MAJESTIK REALTY, INC (941-363-6080)
Listing Agent: Michael Hankin (941-504-4337)
3317 PINE VALLEY DR, SARASOTA, FL 34239
$599,900215 Days on yellowkey MLS ID: A4663718
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2200 Built: 1964 Tax: $4,160 (2024)Community: Frst Lakes Country Club EstatesSingle Family
Taxes:$4,160
Remarks: REMODELED SPACIOUS OPEN FLOOR PLAN IN FOREST LAKES COUNTRY CLUB CLOSE TO GOLF COURSE THIS CLASSIC FEATURES A NEW KITCHEN WITH A TON OF SHAKER CABINETS AND QUARTZ COUNTER TOPS. ALL NEW STAINLESS APPLIANCES INCLUDING A KITCHENAIDE FRENCH DRAWER REFRIGERATOR.THE REMODEL INCLUDED NEW HURRICANE RATED WINDOWS THROUGHOUT AND A NEW BARREL TILE ROOF. THE INTERIOR IS FRESHLY PAINTED AND HAS ALL NEW DOORS. THE FLOORS FEATURE A MODERN WOODLIKE LAMINATE WHICH GIVES THE INTERIOR A WARM COZY FEEL. BATHROOMS WERE UPDATED WITHOUT NEW VANITIES SHOWER TILE AND STYLISH ARMITAGE AQUA FIXTURES. THE INTERIOR HAS MANY 54" CASA SALERNO CEILING FANS. HUGE FAMILY ROOM WITH FIVE PICTURES WINDOWS OVER LOOKING A SHADY BACKYARD BRINGS A TOUCH OF NATURE INSIDE.THIS EKEGANT HOME ALSO FEATURES A NEW TANKLESS HOT WATER HEATER, NEW LANDSCAPING BEDS, MYRAID OF CLOSET SPACE AND FRESHLY PAINTED EXTERIOR. THE ONLY THING MISSING IS YOU AND YOUR FRUNITURE!!
Listing is courtesy of: SUNREAL ESTATE INC (941-376-7653)
Listing Agent: Karl Helbig (941-376-7653)
1850 WEBBER ST, SARASOTA, FL 34239
$3,890,0007 Days on yellowkey MLS ID: A4686673
Bed: 6 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 4755 Built: 2026 Tax: $18,011 (2025)Community: Poinsettia Park 2Single Family
Taxes:$18,011
Remarks: One or more photo(s) has been virtually staged. West of trail, 2026 Custom Build, Exquisite Modern Mediterranean estate with a seamless blend of classic architecture and contemporary finishes. This exceptional 5-bedroom, 4-bathroom residence is thoughtfully designed for both everyday living and effortless entertaining. The main level features a luxurious first-floor primary suite with a walk-in closet and spa-inspired bathroom with dual vanities, along with two first-floor guest bedrooms and a private office. Wide-plank oak hardwood floors, custom built-ins and maple wood cabinetry with inset doors , and a warm, inviting electric fireplace enhance the home’s elegant yet comfortable ambiance. A fully integrated surround sound system extends throughout the living room, kitchen, and outdoor entertaining areas. The chef’s kitchen is beautifully appointed with premium Viking appliances, Taj Mahal quartzite countertops, custom cabinetry, elevated fixtures and designer lighting, along with a stylish bar featuring Cristallo quartzite and a beverage center—perfect for hosting and entertaining. The second level offers a spacious bonus room ideal for a media lounge or game room, along with two additional bedrooms and a gallery-style hallway with an open balcony, adding architectural interest and natural light. Additional highlights include natural gas, a gas-on-demand water heater, enhanced exterior insulation for energy efficiency, a concrete tile roof, irrigation system, and abundant storage throughout. Architecturally, the home embraces classic Mediterranean elements with a modern sensibility. Arched doorways, windows, and passageways create a sense of flow and understated grandeur, while intricate wrought iron detailing and extensive millwork add depth and craftsmanship. Statement chandeliers and curated designer lighting elevate each space, enhancing the home’s refined aesthetic. A detached guest home, complete with a private bedroom, full bathroom, and living area, offers ideal accommodations for guests or extended stays. Outdoors, a custom-designed oversized pool showcases timeless Mediterranean blue tile, complemented by elegant fire bowls and a cascading waterfall spa—creating a true resort-style setting. The property is complete with a 2-car attached garage in the main home, 2 car covered parking under the guesthouse, and an additional two-car garage, offering both functionality and flexibility. Ideally situated in Southside Village, this residence offers a highly walkable lifestyle just moments from Southside Elementary, Morton's Gourmet Market, local restaurants, and boutique shopping.
Listing Agent: Kelly Gettel (941-315-2525)
3339 SHEFFIELD CIR, SARASOTA, FL 34239
$500,00021 Days on yellowkey MLS ID: TB8486256
REDUCED by $15,000 (2.9%) on 04/02/2026
Bed: 3 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2360 Built: 1993Monthly Fee: $8 Tax: $4,911 (2025)Community: Village Green Club EstatesSingle Family
Taxes:$4,911
Remarks: If you have been searching for a property in Sarasota that pairs an unbeatable golf course location with the peace of mind that comes from a fully updated home, this is it. Tucked away in the desirable Village Green Estates, this 3-bedroom, 4-bathroom residence is positioned on a premier lot that offers sweeping, private panoramic views of the greens. Unlike many homes in the area, the major heavy lifting has already been completed, including new hurricane impact windows (2025), a fresh HVAC system (2024), updated plumbing (2019), and a tile roof (2018). The layout is designed for the Florida lifestyle, featuring a rear screened patio. Inside, triple pocket sliding doors disappear to merge the interior living space with the scenic outdoor backdrop. A standout feature of this floor plan is the versatile "suite-within-a-suite"—a large bonus room attached to the primary bedroom with its own full bath and private exterior entrance. Whether you need a dedicated home office, a nursery, or a guest wing, this space adapts to your needs. The location offers a rare combination of convenience and low-cost living with NO CDD fees and a remarkably low $100 annual HOA fee. You are just minutes away from the Legacy Bike Trail, UTC Mall, Downtown Sarasota, and the white sands of Siesta Key, with daily essentials like Publix and Starbucks right around the corner. This is a rare opportunity to secure a high-quality, move-in-ready home on the golf course without the high carrying costs of a typical country club.
Listing is courtesy of: JASON MITCHELL REAL ESTATE FLO (754-307-0607)
Listing Agent: Ana Mitchell (813-599-4669)
Please select an email frequency other than None since you have chosen for us to email you with changes that match your search.