Location: Sarasota
Do Not Show Listings
101 SUNSET DR #301, SARASOTA, FL 34236
$1,300,000105 Days on yellowkey MLS ID: A4685269
REDUCED by $150,000 (10.3%) on 04/06/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1778 Built: 1978 Tax: $11,034 (2025)Community: Lawrence Pointe ISpa: YesCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$11,034
Elementary School: Southside Elementary
High School: Booker High
Tax Year: 2025
Middle School: Booker Middle
Remarks: Live every day as if aboard a private yacht with sweeping, unobstructed panoramic views placing you directly above the sparkling waters of Sarasota Bay. This exceptional two-bedroom, two-bath, third-floor corner residence in the sought-after Lawrence Point community immerses you in the rhythm of the bay, from graceful sailboats and sleek yachts to playful dolphins and soaring seabirds, a living symphony of coastal life. Meticulously renovated and designed to capture every ounce of natural light, this contemporary home blends modern sophistication with relaxed waterfront living. The terrace has been thoughtfully enclosed, adding nearly 200 square feet of versatile living space while two additional private balconies offer serene retreats to savor Sarasota’s signature sunsets and gentle bay breezes. Inside, imported Italian porcelain tile flows throughout an open, light-filled layout complemented by contemporary recessed lighting and designer finishes. The gourmet kitchen is a showcase of Italian cabinetry, quartz countertops, and a stone tile backsplash, combining elegant style with abundant storage and functionality. The primary suite provides a peaceful sanctuary with its own private balcony and ample room for a sitting area. The second bedroom offers flexible options complete with a Murphy bed and built-in desk, ideal for guests, a home office, or a creative retreat. Custom built-ins and generous closets throughout ensure impeccable organization and effortless living. Lawrence Point is an intimate, gated bayfront enclave renowned for its tranquil setting and some of downtown Sarasota’s lowest condominium fees. Residents enjoy a heated bayfront pool, meticulously landscaped grounds, on-site management, and a prime location just moments from the cultural heart of Sarasota, the weekend Farmers Market, and the scenic John Ringling Bridge leading to St. Armands Circle and Lido Beach. Covered under-building parking adds daily convenience steps from your door. This is a rare opportunity to own a refined waterfront residence where spectacular views, elegant design, and the effortless Sarasota lifestyle converge.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Ryan Ackerman, Pa (305-205-7700)
1240 HILLVIEW DR, SARASOTA, FL 34239
$16,950,00077 Days on yellowkey MLS ID: A4688990
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 4852 Built: 1992 Tax: $80,000 (2025)Community: Harbor AcresSpa: YesSingle Family
Taxes:$80,000
High School: Sarasota High
Middle School: Sarasota Middle
Remarks: Introducing “Gatsby Manor,” set along Hillview Drive, one of Sarasota’s most coveted bayfront addresses, often compared to Port Royal for its exclusivity and waterfront lifestyle, this rare Harbor Acres estate property spans nearly three-quarters of an acre on deep, boatable water with sweeping, unobstructed Sarasota Bay views stretching south toward Siesta Key and the Gulf of Mexico, representing one of the neighborhood’s most distinguished open-bay offerings where only a select few residences achieve true estate scale. Encompassing more than 8,000 square feet of air-conditioned space with four bedrooms and three-and-a-half baths. The residence is complemented by a grand motor court accommodating 15+ vehicles beneath a canopy of majestic grand oaks. Privately approached through wrought-iron gates and a sweeping circular drive anchored by a multi-tiered fountain, the home opens to a dramatic two-story foyer framing the water beyond. Interiors are defined by soaring ceilings up to 22 ft. in height, exceptional millwork, multiple fireplaces, a striking two-story wood-paneled library, formal dining with 12-foot ceilings, and a wetbar—perfectly blending elegant entertaining with comfortable daily living. The chef’s kitchen is designed to support both everyday living and large-scale gatherings, featuring double 36-inch Sub-Zero refrigerators with dual freezer drawers, two dishwashers, and a 60-inch Wolf gas range with six burners and infrared dual griddle. The owner’s suite occupies the entire east wing of the main living level, creating a private waterfront retreat complete with a gas fireplace, sitting area overlooking the pool and bay, dual walk-in closets, and a spa-inspired bath highlighted by a sculptural copper soaking tub, dual vanities, and a dedicated luxury makeup area. Upstairs, a second primary-style suite and two additional guest bedrooms are accessed via the grand staircase or three-stop elevator, offering privacy and flexibility for family and guests. The 3,800+ square-foot ground-level bonus area serves as the home’s ultimate entertaining environment, featuring a remarkable speakeasy lounge and an impressive 700+ bottle wine room. This expansive space functions as a true extension of the residence’s living experience—ideal for hosting gatherings, intimate evenings, or celebrations on a grand scale. Outdoor living is equally exceptional, centered around an expansive marble terrace surrounding the 25’ × 60’ heated saltwater pool with integrated sun shelf and spa. A brand new deep-water dock with a 20,000 lb. boat lift and seawall replaced in 2017 further enhance the property’s boating capabilities and long-term value. Additional highlights include hurricane-rated garage doors, elevator access to all three levels, a drive-through three-car garage, and extensive storage throughout. Perfectly positioned just a short stroll to Southside Village’s restaurants and boutiques, minutes from downtown Sarasota’s celebrated arts and cultural district, and only four blocks from Sarasota Memorial Hospital. Gatsby Manor offers a truly rare opportunity to enjoy estate-scale open-bay living with deep water, privacy, and exceptional walkability in one of Sarasota’s most prestigious waterfront neighborhoods.
750 N TAMIAMI TRL #1104, SARASOTA, FL 34236
$675,00096 Days on yellowkey MLS ID: A4686921
REDUCED by $24,000 (3.4%) on 04/22/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1180 Built: 2001 Tax: $5,748 (2025)Community: Renaissance 1Condo
Taxes:$5,748
Elementary School: Alta Vista Elementary
Remarks: Seller just made a $24,000 PRICE IMPROVEMENT. Welcome to this totally renovated 2 Bedroom/2 Bath, split floor plan condominium, located in the trendy Rosemary District of Downtown Sarasota. Enjoy sweeping City and Sunrise views from your private 11th floor balcony. All your design needs have been thoughtfully addressed with touches of gold throughout, including *** new luxury vinyl flooring throughout *** new paint *** all new door hardware throughout *** new lighting and light fixtures throughout *** Hunter Douglas remote sunshades on all windows and slider *** marble tile on the balcony. The kitchen has been remodeled with *** all new stainless-steel appliances *** gorgeous granite countertops *** composite sink with integrated dish rack/cutting board *** all wood cabinets with undermount lighting and soft close cabinets and drawers *** stylish backsplash *** new insinkerator garbage disposal *** copious amounts of counterspace. The all-new bathrooms boast *** new vanities in both bathrooms *** all new plumbing and bath fixtures *** new mirrors in both bathrooms *** new walk-in shower and shower bench with marble tile in primary bathroom *** new tile surround in guest bathroom. *** A new built-in bar was added with undermount lighting, tile backsplash, and a dual wine refrigerator. *** New closet doors were installed in the guest bedroom and on the in-unit laundry closet. *** New closet systems round out this completely transformed space. Please see the updates list in the attachments. One deeded covered parking space and one storage unit convey and complete this transformation. The Renaissance I Downtown Sarasota condominium has 24-7 security, keyless fob entry with attached garage. It is also enhanced with resort style amenities such as state-of-the-art fitness center, dramatic club room, full catering kitchen, multimedia room, sitting room, massage room, aerobics/yoga room, conference room, business center, and two guest suites. The outdoor grounds showcase a 70-foot luxury pool, jetted spa, barbeque grill and tables, and a meditation garden with reflection pond. The garage parking is electronically secured and there is generous visitor parking for guests to park. The location cannot be beat since you are only steps away from the new Bayfront Park, a lively 53-acre waterfront park offering music events, kayak rentals, and scenic paths, as well as Sarasota’s own Van Wezel Performing Arts Hall. Local and higher end eateries are close by with golf-cart taxis available, so you never need to drive. The local Publix grocery store is steps away, while driving three miles, or taking the Downtown trolley, will bring you to St Armands Circle, with more restaurants and world-class shopping, as well as Sarasota's famous Lido Beach. This is Florida living at its best!
Listing is courtesy of: ALLISON JAMES ESTATES & HOMES (941-500-4922)
Listing Agent: Marion Fitzpatrick (941-284-8323)
5755 BESSIE DR #8, SARASOTA, FL 34233
$550,000152 Days on yellowkey MLS ID: A4679485
Bed: Bath: 0.0 Liv Area Sq Ft: 1008 Built: 2026 Tax: $5,414 (2025)Community: Motorluxe Suites Siesta KeyGarage Condo
Taxes:$5,414
Elementary School: None
High School: None
Middle School: None
Remarks: Pre-Construction. To be built. Introducing MotorLuxe Suites Siesta Key—an owner-only private garage community designed for the high-end automotive lifestyle. The property features a private road with dual secured entry gates providing controlled access. There are 13 individually owned garage condominiums, including six estate units. The estate units offer approximately 1,008 square feet (24’ W × 42’ D) and feature front and rear garage doors measuring (12’ W × 14’ H) and (14’ W × 10’ H), both fully insulated and motorized, along with a separate pedestrian entry door, a private balcony, and 24-foot ceiling heights. The front-to-rear garage configuration provides convenient drive-through access and added flexibility for vehicle or trailer storage.A 24-hour security monitoring system provides continuous monitoring and added protection. Buildings are constructed with solid concrete tilt-wall construction designed to withstand up to 150-mph hurricane-force winds. Interior features include fully insulated walls, an efficient climate-controlled split HVAC system, a half bathroom, utility sink, quality concrete floors, a fire sprinkler system, high-speed internet wiring, multiple GFCI outlets, and wide driveways for easy vehicle maneuvering. The community is well-lit and enclosed with perimeter fencing. Owners can enjoy lake views from their private space, with the flexibility to include a private office within the garage suite, take advantage of kayak access, or relax and entertain family and friends in a beautiful environment. Each unit allows extensive customization, offering the flexibility to create a personalized retreat for vehicles, hobbies, or workspace use. Situated approximately 24 feet above sea level, the property provides an added advantage as a desirable hurricane evacuation location. Conveniently located just one-half block east of Beneva Road on Clark Road, the community is only minutes from Siesta Key. Discover the opportunity to create a space that fits your lifestyle.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Debra Garrett (941-685-1086)
5755 BESSIE DR #1, SARASOTA, FL 34233
$650,000152 Days on yellowkey MLS ID: A4679275
Bed: Bath: 0.0 Liv Area Sq Ft: 1152 Built: 2026 Tax: $5,414 (2025)Community: Motorluxe Suites Siesta KeyGarage Condo
Remarks: Pre-Construction. To be built. Introducing MotorLuxe Suites Siesta Key—an owner-only private garage community designed for the high-end automotive lifestyle. The property features a private road with dual secured entry gates providing controlled access. There are 13 individually owned garage condominiums, including units with beautiful views of Clark Lake. The seven lakefront units offer approximately 1,152 square feet (24’ W × 48’ D) and feature a (14’ W × 10’ H) fully insulated, motorized garage door with a separate pedestrian entry door, along with two private balconies and 24-foot ceiling heights. A 24-hour security monitoring system provides continuous monitoring and added protection. Buildings are constructed with solid concrete tilt-wall construction designed to withstand up to 150-mph hurricane-force winds. Interior features include fully insulated walls, an efficient climate-controlled split HVAC system, a half bathroom, utility sink, quality concrete floors, a fire sprinkler system, high-speed internet wiring, multiple GFCI outlets, and wide driveways for easy vehicle maneuvering. The community is well-lit and secured with perimeter fencing. Owners can enjoy lake views from their private space, with the flexibility to include a private office within the garage suite, take advantage of kayak access, or relax and entertain family and friends in a beautiful environment. Each unit allows extensive customization, offering the flexibility to create a personalized retreat and secure haven for prized vehicles and collectibles. Situated approximately 24 feet above sea level, the property provides an added advantage as a desirable hurricane evacuation location. Conveniently located just one-half block east of Beneva Road on Clark Road, the community is only minutes from Siesta Key. Discover the opportunity to create a space that fits your lifestyle.
3631 SAN REMO TER, SARASOTA, FL 34239
$7,995,000233 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
Middle School: Brookside Middle
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)
5500 MERRIMAC DR, SARASOTA, FL 34231
$1,685,000112 Days on yellowkey MLS ID: A4684914
REDUCED by $85,000 (4.8%) on 04/17/2026
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2790 Built: 1974 Tax: $6,537 (2025)Community: Phillippi Gardens 08Spa: YesSingle Family
Taxes:$6,537
Elementary School: Phillippi Shores Elementary
High School: Riverview High
Remarks: Live the Ultimate Florida Lifestyle in This Waterfront Paradise! Nestled in the heart of Phillippi Gardens, this extraordinary property offers the perfect blend of tranquility, luxury, and convenience. Set on an OVERSIZED .61-ACRE LOT WITH OVER 400 FEET OF PRIVATE WATER FRONTAGE. Along two serene waterways just off Phillippi Creek, this home is a true tropical oasis—peaceful and secluded, yet minutes from everything Sarasota has to offer. Inside, the residence showcases a flexible layout with FOUR SPACIOUS BEDROOMS, some easily adaptable for office, studio, or guest use, and FOUR FULL BATHROOMS making it ideal for hosting loved ones and guests. The interior has been thoughtfully updated from 2017 through 2024 blending modern comfort with timeless charm. Interior Highlights Include: An expansive great room with a DUAL-SIDED WOOD-BURNING FIREPLACE, a gourmet kitchen featuring stainless steel appliances, farmhouse sink and pot filler. Three bedrooms on the main level, including one en-suite, and a second-floor master suite with a PRIVATE BALCONY OFFERING BREATHTAKING SUNRISE AND SUNSET VIEWS. Step outside and feel like you're on vacation every day. The lush, tropical grounds are packed with resort-style amenities: Tiki hut with a full bar and grill, two fire pits, five-zone low-voltage night lighting creating a magical evening ambiance, heated pool and spa, boat lift, a new boathouse (2019) and new seawall (2023/2024). Additional Upgrades: Two new A/C units (2019), septic-to-sewer conversion (2018). Tucked away at the end of a quiet cul-de-sac, this home offers privacy without sacrificing accessibility. You're just a short bike ride to the Gulf beaches, near The Landings for shopping and dining, and minutes from downtown Sarasota’s vibrant arts and culture scene.
Listing Agent: Steve Abbe (941-400-3969)
2110 BENJAMIN FRANKLIN DR #104, SARASOTA, FL 34236
$839,00065 Days on yellowkey MLS ID: A4690614
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1248 Built: 1968 Tax: $7,923 (2025)Community: Lido Harbour SouthCondo
Taxes:$7,923
Remarks: Experience coastal luxury in this updated residence at 2110 Benjamin Franklin Drive, Unit 104, ideally positioned on the south end of Lido Key. This spacious ground-floor condo offers the perfect blend of convenience and tranquility, with easy access and no elevators required. Step inside to find a light-filled interior featuring an open-concept layout, high end finishes, and seamless indoor-outdoor living. The living and dining areas flow effortlessly to a Florida room, perfect for enjoying morning coffee or evening sunsets with tropical breezes. The kitchen is thoughtfully designed with modern cabinetry, quality appliances, and ample counter space—ideal for both everyday living and entertaining. The owner’s suite provides a relaxing retreat with generous closet space and an en-suite bath, while additional guest accommodations ensure comfort and privacy for visitors. Residents enjoy heated pool, clubhouse and direct access to the pristine Gulf beaches just steps away. Located minutes from St. Armands Circle, fine dining, shopping, and downtown Sarasota, this property offers the ultimate in Florida coastal living. Whether you're seeking a full-time residence or a vacation getaway, this exceptional condo delivers location, lifestyle, and value.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Tammy Garner (941-374-4161)
33 S GULFSTREAM AVE #307, SARASOTA, FL 34236
$349,900223 Days on yellowkey MLS ID: A4671717
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 820 Built: 1964Monthly Fee: $1,203 Tax: $4,177 (2023)Community: Gulfstream TowersSpa: NoCondo
Taxes:$4,177
Tax Year: 2023
Remarks: 33 Gulfstream Towers #307—Updated 1BR/1BA, third floor. Across from Marina Jack, the bayfront park, and downtown dining, this turnkey condo blends city convenience with coastal living. The renovated kitchen features new stainless-steel appliances and contemporary finishes, while custom blinds and an open layout keep the living area bright and airy. The bath offers a relaxing tub/shower combo. Building amenities include a recently refurbished heated 30’×50’ pool with a large sun deck, a club room with a full kitchen, a fitness center, and on-site laundry. Location: steps to restaurants, shops, cultural venues, and events, minutes to Sarasota’s renowned beaches.“One or more photo(s) were virtually staged.”April 31, 2026. Disclosure: photos and rooms are virtually staged to illustrate furniture placement; furnishings do not convey.
Listing is courtesy of: PREMIER PROPERTIES OF SRQ LLC (941-526-3113)
Listing Agent: Bruce Famiglio (941-773-0510)
610 N TUTTLE AVE, SARASOTA, FL 34237
$942,000223 Days on yellowkey MLS ID: TB8448086
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2410 Built: 2026 Tax: $2,914 (2024)Community: Plat Of AvionSpa: NoSingle Family
Taxes:$2,914
Elementary School: Tuttle Elementary
Tax Year: 2024
Remarks: Pre-Construction. To be built. LGM Homes — Customization Available! This is your opportunity to build your dream home in the heart of Sarasota with trusted local builder LGM Homes. Ideally located just minutes from downtown Sarasota, Payne Park, The Legacy Trail, and world-famous beaches, this future residence offers 4 bedrooms, 2.5 bathrooms, and an open-concept layout designed for modern living. Thoughtfully planned with high-end finishes and premium construction, the home will feature soaring 10-foot ceilings, impact-rated windows and doors, Quartz countertops, designer cabinetry, luxury flooring, solid block construction, a sleek and durable metal roof, an optional pool and outdoor entertainment area, and a 2-car garage. Make it your own! Because the home has not yet been built, buyers have the unique opportunity to customize many of the features and finishes to suit their personal taste and lifestyle—from flooring and tile to cabinetry and appliance packages. Whether you're seeking modern minimalism, warm coastal charm, or bold contemporary style, LGM Homes will work with you to bring your vision to life. Located within Sarasota city limits, the property may also qualify for short-term daily and weekly rentals—offering outstanding income potential in one of Florida’s most desirable markets. Don't miss this rare chance to design a truly one-of-a-kind home in a prime location. Contact us today to explore customization options and secure your build with LGM Homes.
Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)
Listing Agent: Marian Kozak (813-465-2447)
620 N TUTTLE AVE, SARASOTA, FL 34237
$1,370,000223 Days on yellowkey MLS ID: TB8448133
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2770 Built: 2026 Tax: $2,800 (2024)Community: Plat Of AvionSpa: YesSingle Family
Taxes:$2,800
Remarks: Pre-Construction. To be built. LGM Homes — Customization Available! A rare opportunity to own a brand-new, fully customizable home just minutes from downtown Sarasota, Payne Park, and world-famous beaches. This thoughtfully designed 4 bedroom, 3.5 bathroom residence features an open-concept layout with 10-foot ceilings, impact-rated windows and doors, and durable engineered hardwood floors throughout. The gourmet kitchen will include granite countertops, custom cabinetry, and a premium stainless steel appliance package, ideal for entertaining or everyday living. Built with solid block construction and topped with a metal roof, this home is made for long-lasting comfort and style. Optional upgrades include a custom pool, outdoor kitchen, and covered lanai for the perfect Florida lifestyle. The home also includes a front-entry two-car garage for added convenience. What sets this home apart is the chance to personalize it. Because construction hasn’t started yet, buyers can select finishes, colors, and features to match their taste and vision. Located within Sarasota city limits, this address qualifies for daily or weekly short-term rentals (buyer and agent to verify with the city)—an excellent opportunity for primary living or income-producing potential. Contact the listing agent today to explore plans and make this custom home your own.
420 KUMQUAT CT, SARASOTA, FL 34236
$1,525,00072 Days on yellowkey MLS ID: A4689791
Bed: 4 Bath: 0.0 Liv Area Sq Ft: 1824 Built: 1981 Tax: $7,860 (2025)Community: Owen BurnsSpa: NoApartment
Taxes:$7,860
Remarks: Located in the dynamic Rosemary District, 420 Kumquat Court presents a compelling opportunity for investors and developers seeking position and flexibility in a downtown growth corridor. The property includes an existing triplex generating more than $5,000 per month in potential rental income, offering immediate cash flow while future development plans are evaluated. Zoned Downtown Edge (DTE), the site allows for residential, commercial or mixed-use development. The property is adjacent to Villa Ballada, a newly constructed five-story mixed use condominium featuring 24 residences, reinforcing the area’s continued investment and redevelopment momentum. An additional opportunity exists with the neighboring parcel to the south currently available. With a combined acquisition cost of $3,220,000, this option presents the potential for increased density, with the possibility to develop up to 24 residential units, subject to municipal approvals. The seller can also transfer plans for a seven-unit condominium project designed by award-winning Halflants + Pichette, providing a ready framework for development. Positioned within approximately six blocks of more than 60 restaurants, Sarasota Farmers Market, Sarasota Bayfront, Whole Foods Market and Sarasota’s arts and theater district, the location supports strong walkability and long-term demand. The Bay Park, a 53-acre waterfront park, is approximately four blocks away, with additional access to Payne Park and Legacy Trail. Connectivity is enhanced by the Bay Runner Trolley, offering service from downtown to St. Armands Circle and Lido Beach. This offering combines current income with future development potential in one of Sarasota’s most active urban districts.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Frank Lambert (941-920-1500)
1330 S JEFFERSON AVE, SARASOTA, FL 34239
$685,000104 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)
8075 SLIPWAY DR, SARASOTA, FL 34240
$879,900153 Days on yellowkey MLS ID: A4679530
1 Days Off yellowkey (back on 4/22/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2276 Built: 2024Monthly Fee: $393 Tax: $10,702 (2025)Community: Lakehouse Cove At WatersideSingle Family
Taxes:$10,702
Elementary School: Tatum Ridge Elementary
Middle School: McIntosh Middle
Remarks: Under contract-accepting backup offers. Exquisite residence in Lakehouse Cove, offering water views and an exceptional level of finish detail throughout. This thoughtfully designed home provides outstanding flexibility with 3 bedrooms plus den/study, creating ideal spaces for a home office or guest retreat. Attention to detail is evident at every turn with custom millwork throughout, hand-stained ceiling beams in the great room, and a striking floor-to-ceiling stone fireplace that anchors the main living space. The owner's suite is positioned to capture peaceful water views and features accent details, a tray ceiling with decorative molding, custom lighting and a walk-in closet with professionally designed built-in shelving. The bright, well appointed kitchen includes a generous breakfast bar, gas stove and glass-front cabinetry. The mudroom and laundry room have been custom finished with built-in bench seating, shelving, stacked cabinets, upgraded sink with tile backsplash and abundant storage. Additional upgrades that further elevate the home are custom designed closets and electric window treatments throughout (excluding laundry room). Designer lighting fixtures thoughtfully enhance each space, complimenting the home's architectural details and millwork. Built in 2024 and occupied only part-time, this home is in immaculate condition. Neighborhood amenities include a resort-style pool and spa, club house, fitness center, pickle ball courts, boat house and kayak ramp, event lawn and two dog parks. Located just a short stroll to vibrant Waterside Place, offering a variety of restaurants, shops, a weekly farmer’s market, block parties and concerts and more.
Listing is courtesy of: COLDWELL BANKER REALTY (941-907-1033)
Listing Agent: Sarah Lowry (941-400-9026)
170 ROOSEVELT DR #10, SARASOTA, FL 34236
$990,000232 Days on yellowkey MLS ID: A4670924
REDUCED by $610,000 (38.1%) on 04/20/2026
Bed: 0 Bath: 0.0 Liv Area Sq Ft: 294 Built: 1955Monthly Fee: $595 Tax: $21,500 (2024)Community: Pelican GardensApartment
Taxes:$21,500
Remarks: Rare Income-Producing Portfolio on South Lido Key – 3 Turnkey STR Units A rare opportunity to acquire a fully operating short-term rental portfolio on South Lido Key, one of Sarasota’s most coveted coastal markets. This offering includes 3 updated studio units within a boutique beachside community just steps from two direct beach access points and a short ride to St. Armands Circle. Each unit is managed, actively listed, and consistently booked, delivering proven performance and strong guest demand year-round. These condos have a long track record as successful Airbnb rentals, with 2024 gross income averaging $38,470 per unit and portfolio-wide net income of $77,953 after HOA, taxes, utilities, and cleaning expenses. This is a cash-flowing, turnkey asset in a high-barrier-to-entry vacation rental market. The property features a community pool and sliding glass access private patios for each unit, creating the indoor/outdoor lifestyle guests expect on Lido. Interiors have been updated over the years and show pride of ownership throughout. Major mechanical systems are in good condition, with recent A/C and hot water tank replacements across the portfolio for peace of mind. Unit Renovation & Mechanical Summary: • Unit 10 – Updated | AC ~2 yrs | WH < 6 yrs • Unit 11 – Updated | AC ~3 yrs | WH < 3 yrs • Unit 12 – Updated | AC ~2 yrs | WH < 3 yrs This type of offering is rarely available — a multi-unit STR package on Lido Key with documented income history, repeat traveler base, and proven operational infrastructure already in place. Keep as a turnkey portfolio, self-manage, or explore value-add improvements and dynamic pricing to further enhance returns. 3 units. One unbeatable coastal investment. Opportunities like this do not come around often.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Joey Lamielle (941-350-0016)
8027 ANTHIRIUM LOOP, SARASOTA, FL 34240
$845,99064 Days on yellowkey MLS ID: A4690873
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3233 Built: 2026Monthly Fee: $370 Tax: $954 (2025)Community: Windward At Lakewood Ranch Phase 2Single Family
Taxes:$954
Remarks: Brand-new Neal Communities floor plan featuring 4 bedrooms, 3 full baths, a dedicated pool bath, den, and loft—offering flexible living space for a variety of lifestyles. The first floor showcases wood-look tile throughout, while the kitchen and bathrooms are appointed with quartz countertops, soft-close dovetail cabinetry, and GE appliances. Designed for indoor-outdoor living, the home includes a screened, saltwater pool with a sun shelf—perfect for relaxing or entertaining. Additional upgrades include impact glass windows, paver driveway, outdoor kitchen rough-in, 8-foot interior doors, pocket sliding glass doors, a second-floor laundry room, and a smart home system. Located in Windward, a maintenance-assisted, golf cart-friendly community just 1.9 miles from Waterside Place, offering convenient access to dining, shopping, and entertainment.
Listing is courtesy of: NEAL COMMUNITIES REALTY, INC. (941-328-1111)
Listing Agent: John Neal (941-313-8575)
7273 CLOISTER DR #121, SARASOTA, FL 34231
$130,000393 Days on yellowkey MLS ID: A4652636
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 734 Built: 1984Monthly Fee: $548 Tax: $1,819 (2024)Community: Gulf Gate GardensCondo
Taxes:$1,819
Elementary School: Wilkinson Elementary
Middle School: Pine View School
Remarks: Reduced Price! Charming 1-Bedroom, 1-Bathroom Condo in Gulf Gate, Sarasota Discover comfort and convenience in this cozy first-floor condo located in the desirable Gulf Gate area of Sarasota. This well-maintained 1-bedroom, 1-bathroom unit offers a relaxed Florida lifestyle with access to a community pool and included amenities such as basic cable, water, sewer, and trash service. Enjoy the added bonus of a private storage room located just steps from your front door. Whether you're looking for a full-time residence, a seasonal getaway, or a smart investment opportunity, this condo fits the bill. Perfectly situated just minutes from the stunning Gulf Coast beaches, The Legacy Trail, I-75, downtown Sarasota, UTC Mall, and Sarasota-Bradenton International Airport—everything you need is within easy reach. Don’t miss out on this affordable opportunity to own in one of Sarasota’s most sought-after neighborhoods!
Listing Agent: Lorin Cabrera (941-248-7259)
5230 HYLAND HILLS AVE ## 1311, SARASOTA, FL 34241
$319,90065 Days on yellowkey MLS ID: A4690597
0 Days Off yellowkey (back on 4/21/2026)
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1684 Built: 2000 Tax: $4,421 (2025)Community: Veranda 4Condo
Taxes:$4,421
Remarks: Stop, this is the property you have been waiting for. This gorgeous and highly renovated first floor "Abbey" floor plan Veranda features 2 bedrooms, 2 bathrooms, a den/study, a detached one car garage and is being sold Turn-Key Furnished. The property is perfect for a full time resident, seasonal owner, or investment property. As you walk through the front door, you'll be welcomed with many beautiful updates and an abundance of natural light making the property feel open and bright. The owners have spared no expense making the wonderful property what it is today. The kitchen has been remodeled with lovely shaker style cabinetry including additional cabinets for more storage, granite counter tops, and stainless steel appliances. Most flooring has been upgraded to a low-maintenance LVP flooring and taller base boards giving a clean and modern aesthetic. The primary suite is an absolute oasis. With a large bedroom with spectacular views and a completely revamped ensuite bathroom with a large walk-in shower and upgraded vanity with granite countertops and dual sinks, this space really feels like your own private spa. The den/study is a sizable room that can accommodate any of your needs and can be a perfect flex space for overflow guests. The A/C was replaced in 2022, and the water heater in 2021 giving years of worry-free living. Make your way onto the rear lanai space and take in the breathtaking views of water and the 14th Signature Hole of the golf course - the view is truly astonishing! In addition, an oversized washer and dryer has been installed and a functional pocket door installed to give more space when washing and preparing laundry. The owners have also repainted the interior with neutral hues giving this modern space an upgraded look. Heritage Oaks is known for its pristine 18-hole golf course, har-tru tennis courts, fitness center, 24-hour security, an impressive recently renovated clubhouse with 2 restaurants including the sensational 19th Hole Lounge, 5 heated swimming pools, and a calendar of events packed with activities. Schedule a showing on this wonderful Abbey today!
Listing is courtesy of: ROSEBAY INTERNATIONAL REALTY, INC (941-366-7673)
Listing Agent: Doug Figgins (941-725-1060)
4763 TRAVINI CIR #114, SARASOTA, FL 34235
$239,000110 Days on yellowkey MLS ID: A4684956
REDUCED by $10,000 (4.0%) on 04/14/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1256 Built: 2004 Tax: $2,802 (2025)Community: Las PalmasCondo
Taxes:$2,802
Elementary School: Emma E. Booker Elementary
Remarks: WONDERFUL VIEWS OF THE BEAUTIFUL POOL & CLUBHOUSE! 2 Bedroom/2 bath with attached one car garage. Large screened in lanai overlooking tropical setting. Brand new roof installed 2023. All appliances. Primary suite with oversize walk-in closet offers lots of privacy. Its like your primary suite is in the penthouse. Las Palmas offers resort-style amenities such as two heated pools, a hot tub, grilling stations, a clubhouse with a catering kitchen, billiards, fitness centers, a sauna, a playground, a dog park, a boat and RV parking lot, a car wash area, and tennis courts. Convenient access to Nathan Benderson Park from a new gate. Located just minutes from UTC mall, Mote Aquarium, I-75 and a variety of shops and restaurants. Fantastic lifestyle opportunity. Schedule your showing today. Easy to show.
Listing is courtesy of: WAGNER REALTY (941-756-7800)
Listing Agent: Alba Lange (941-704-3026)
2100 BENJAMIN FRANKLIN DR #205, SARASOTA, FL 34236
$699,00065 Days on yellowkey MLS ID: A4690613
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1172 Built: 1968 Tax: $6,994 (2025)Community: Lido Harbour SouthSpa: NoCondo
Taxes:$6,994
Remarks: Fully remodeled beach condo offered at an incredible value. This beautifully updated unit features a completely redesigned kitchen with custom wood cabinetry, glass display doors, wine rack, quartz countertops, stainless steel appliances, subway tile backsplash, and breakfast bar. Both the guest and owner’s bathrooms have been fully renovated with modern finishes. Additional upgrades include luxury vinyl plank flooring throughout, new paint and trim, updated doors, and stylish fans and light fixtures. The unit welcomes you with a convenient dry bar at the entry and includes its own in-unit washer and dryer. Enjoy abundant natural light from impact-rated windows and a glass-enclosed lanai overlooking the pool, with a peek of the Gulf. Offered turnkey furnished, this condo is tastefully decorated and move-in ready. Ample storage with two dedicated spaces—one on the enclosed lanai and another in the association storage room—perfect for beach gear. Located in Lido Harbour South, an intimate 69-unit community with direct beach access, residents enjoy a heated pool, clubhouse, beach deck, and assigned covered parking. Ideally situated just minutes from St. Armands Circle and downtown Sarasota’s vibrant dining, shopping, and cultural scene. Adjacent to Ted Sperling Park, offering kayaking and paddleboarding through scenic mangrove tunnels, nature trails, and frequent wildlife sightings including dolphins, manatees, shorebirds, and occasional sea turtle nests. Schedule your private showing today!
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