Location: Hudson Bayou, Sarasota
Do Not Show Listings
1751 HAWTHORNE ST, SARASOTA, FL 34239
$2,495,00049 Days on yellowkey MLS ID: A4689684
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3875 Built: 2006 Tax: $33,343 (2025)Community: Hudson BayouSpa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$33,343
Elementary School: Southside Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: Step into a home that feels more like a private gallery and retreat than a traditional residence—where modern design, light, and location come together in a way that’s nearly impossible to replicate in Sarasota. Located just one block from Southside Village and minutes to downtown, this West of Trail architectural residence is designed for the cosmopolitan buyer—someone who values design, art, walkability, and a lifestyle that blends indoor and outdoor living seamlessly. From the moment you enter, you’re greeted by a dramatic two-story great room with soaring ceilings, polished concrete floors, and a striking mid-century modern fireplace. A wall of glass draws your eye straight through to the sun-drenched, Palm Springs-inspired pool and lush tropical backdrop—creating that immediate “this is different” feeling. The scale and clean lines offer the perfect canvas for an art collector, with expansive walls that invite statement pieces. The kitchen is both functional and beautifully integrated—designed for someone who entertains without wanting to be separated from the experience. Custom cabinetry, a professional-grade 48" Jenn-Air gas range, double ovens, and a wet bar all open directly to the living and dining spaces, including a character-rich built-in banquet booth that feels both classic and intentional. On the main level, a guest suite with large sliders opens to a covered, screened lanai—ideal for outdoor dining or evening lounging without interruption. There’s also a dedicated office for the not-quite-retired, a bright and airy laundry room, and thoughtful storage throughout. Upstairs, the home continues to surprise. A lofted lounge creates separation for guests or quiet moments, while a spacious ensuite bedroom provides comfort and privacy. Then, a true conversation piece—the observatory, accessed via a winding staircase—offers a unique escape that feels both playful and sophisticated. The primary suite is expansive and light-filled, with generous closet space, dressing areas, and a bathroom that carries through the home’s mid-century modern aesthetic. Outdoors, the experience is equally refined. Low-maintenance designer rock beds are complemented by mature palms and lush landscaping, framing a private resort-style pool and spa. A detached 400 sq. ft. studio/guest house adds flexibility—perfect as an art studio, fitness space, guest suite, or private office with its own entrance. The garage is oversized with a two-car door but space for much more—cars, e-bikes, paddleboards, even a golf cart—supporting an active, coastal lifestyle. This is not a home for everyone—and that’s exactly the point. It’s for the buyer who has outgrown the ordinary, who appreciates architecture and design, who wants to be close to everything yet live in one of Sarasota’s most desirable residential neighborhoods. Because the reality is—homes like this rarely come available. And when they do, they don’t last. If you’ve been waiting for something that actually feels different… this is it.
Listing is courtesy of: EXP REALTY LLC (800-486-1794)
Listing Agent: Mark Coppens (941-444-0436)
1714 WALDEMERE ST, SARASOTA, FL 34239
$1,800,00061 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.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Barbara May (404-822-9264)
948 CITRUS AVE, SARASOTA, FL 34236
$3,095,000128 Days on yellowkey MLS ID: A4679338
REDUCED by $200,000 (6.1%) on 05/10/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3266 Built: 2017 Tax: $31,814 (2025)Community: Hudson BayouSingle Family
Taxes:$31,814
Remarks: 948 Citrus Avenue stands apart in Hudson Bayou by pairing custom-built modern design and Flood Zone X placement with award-winning architecture, dual owner suites, and a private resort-style outdoor living experience rarely found at this scale. Set behind clean modern lines and lush tropical landscaping, this West of Trail residence offers the privacy and livability today’s high-end buyers value most — including two owner suites that both connect directly to the extraordinary, oversized two-story screened lanai, creating a rare indoor-outdoor retreat on multiple levels. With a metal roof, no HOA, a cold plunge, sauna, and exceptional proximity to Selby Gardens, Southside Village, Burns Court, the Bayfront, and downtown Sarasota, the home feels like a private architectural retreat. Inside, soaring ceilings, expansive glass, wide-plank Spanish White Oak flooring, and warm modern finishes create a refined interior that feels calm, bright, and intentional. The main living areas are open without feeling exposed, offering space for gathering, working, entertaining, and retreating, with strong connections to the pool, gardens, and outdoor living areas. The kitchen is one of the home’s signature design moments. Recognized with SRQ Magazine Home of the Year Best Kitchen Gold honors, it blends custom cabinetry, quartz surfaces, premium Thermador appliances, an oversized island, generous prep space, and window wall that brings the landscape into the room. It is functional, memorable, and architectural — the kind of kitchen that makes the home feel custom rather than conventional. The rear of the residence is where 948 Citrus Avenue becomes exceptional. The massive two-story screened lanai expands the way the home lives, creating a private outdoor environment with the feel of a boutique resort. It encloses the saltwater pool, upper balcony, tropical landscaping, and multiple places to relax or entertain year-round. The scale is rare, offering shade, privacy, comfort, and protection from the elements while making the home feel larger than its interior square footage suggests. The dual owner-suite layout adds flexibility. The main-level owner suite opens to the lanai and pool area, creating an easy daily connection to the home’s best outdoor spaces. The upstairs owner suite provides separation and privacy for guests, family, or a second primary-style retreat. A flexible office/den and wellness-oriented garage area with cold plunge and sauna further support the way buyers want to live now. Recognized as part of SRQ Magazine’s Home of the Year awards program, 948 Citrus Avenue carries architectural credibility that is felt throughout the home — from the kitchen and materials to the indoor-outdoor flow, privacy, and thoughtful use of space. More than a beautiful Hudson Bayou address, this is a design-recognized Sarasota modern residence with the location, outdoor living, flexibility, and practical advantages to stand out in today’s market.
Listing is courtesy of: AMY ROBINSON REAL ESTATE LLC (941-346-7000)
Listing Agent: Justin Buffaloe (941-539-5823)
1792 FLOYD ST, SARASOTA, FL 34239
$1,250,00092 Days on yellowkey MLS ID: A4684245
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 2015 Built: 1951Monthly Fee: $2 Tax: $13,700 (2025)Community: Hudson Bayou/Midwood ManorSpa: YesSingle Family
Taxes:$13,700
Remarks: One or more photo(s) has been virtually staged. Great price for walled-in pool home in PRIME WEST OF TRAIL location, just a few blocks to Southside Village popular shops and restaurants and 1 block to Sarasota Memorial Hospital. The home was remodeled in 1996 and 2000 with vaulted ceilings, newer bathrooms and kitchen, split bedroom floor plan, pool (built in 2003 and Pebbletec resurfacing in 2026), interior laundry room and 1 car garage. Tile or wood floors throughout. Property re-piped in 2024, a/c 2019. Perfect for your residence or an easy investment property with weekly or monthly rentals allowed. Rental estimates range from $6k - 7.5k monthly depending on annual or weekly rental. Very limited rental availability in the area.
1798 LINCOLN PARK CIR, SARASOTA, FL 34236
$2,700,000213 Days on yellowkey MLS ID: A4670050
REDUCED by $250,000 (8.5%) on 05/10/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 3783 Built: 2001Monthly Fee: $600 Tax: $13,865 (2025)Community: Lincoln Park On Hudson BayouSingle Family
Taxes:$13,865
Elementary School: None
High School: None
Middle School: None
Remarks: Welcome to 1798 Lincoln Park Circle - a rare blend of space, style, and location in this exceptional residence tucked away in this West of Trail neighborhood just minutes from downtown Sarasota's vibrant shops, dining, cultural scene, Sarasota Memorial Hospital and the world famous area beaches. Rarely available - set on an intimate and tree lined 8 home cul-de-sac with direct water access via your own DEEDED BOAT SLIP (with lift) in the community of Lincoln Park Circle on Hudson Bayou. Step in to this charming and elegant residence with 4 bedrooms and 2.5 bathrooms and marvel at the exquisite attention to detail throughout. Custom built ins, high end finishings, french doors, high ceilings, spectacular enclosed sunroom, crown moldings, a cooks dream eat in kitchen, separate dining room, gas fireplace, beautifully updated bathrooms, large 2nd bedroom with attached sitting room with terrace, and attached 2 car garage are just a few of the special features. Primary suite is located on the first floor. Professionally landscaped gardens creating your outdoor oasis with bluestone pavers and enchanting lighting creates a setting perfect for entertaining. Ideally located West of Trail where you can enjoy the energy of downtown, Marie Selby Gardens, Southside Village, the beautiful Sarasota bay front.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Jill Friedman (941-320-8293)
1749 LINCOLN PARK CIR, SARASOTA, FL 34236
$3,575,000169 Days on yellowkey MLS ID: A4674729
REDUCED by $175,000 (4.7%) on 05/05/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3020 Built: 2001Monthly Fee: $600 Tax: $30,176 (2024)Community: Lincoln Park On Hudson BayouSingle Family
Taxes:$30,176
Tax Year: 2024
Remarks: Downtown Waterfront with a straight route to Sarasota Bay and the Gulf of Mexico! Making this home a rare find is the deeded slip, 10,000-pound lift, space for a 30-foot boat, and a meticulously maintained dock by the HOA. Located in the mature-tree lined and cool shaded setting of Lincoln Park on Hudson Bayou, this intimate enclave of just eight residences is serene yet perfectly positioned between downtown Sarasota and Southside Village, placing Morton’s, Veronica’s, Marie Selby, Farmers Market, theatre, dining, shopping, recreation, all within minutes by foot. As you arrive at the park-like setting, the home's Craftsman-style architecture immediately captures attention. A freshly painted exterior featuring HardieBoard siding and accents delivers timeless appeal with low maintenance living in mind. Inside, the residence strikes a perfect balance between comfort and modern sophistication. Every detail reflects the owner's discerning eye for design. A charming brick-lined front porch leads to an inviting entry and a versatile sitting room ideal as a home office, reading nook, or a sunlit spot to enjoy morning coffee. The curated eat-in kitchen is the centerpiece of the home, appointed with upgraded Bosch appliances, a gas cooktop, and thoughtful finishes that elevate both form and function. Adjacent, the spacious living room features a custom built-in entertainment center and offers the perfect setting for relaxed evenings, family gatherings, or conversation with friends. French doors open to a true waterfront sanctuary-an outdoor retreat complete with Brazilian Ipe decking, a heated pool and spa, and peaceful bayou views. The primary suite is conveniently located on the main level, offering a luxurious, spa-inspired bathroom with custom tile work. Upstairs, three generously sized guest bedrooms provide ample space and flexibility. One functions beautifully as a second primary suite, featuring a stunning custom bath that rivals the main suite. A fourth bedroom is currently configured as a den with an armoire and custom cabinetry. It would be remiss not to mention your choice of award-winning beaches a few minutes' drive away. Private showings available by appointment.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Michael Hays (941-376-1826)
1931 HIGH POINT CIR, SARASOTA, FL 34236
$1,495,00043 Days on yellowkey MLS ID: A4690458
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1712 Built: 1940 Tax: $13,413 (2025)Community: Hudson BayouSpa: NoSingle Family
Taxes:$13,413
Remarks: Experience the best of "West of Trail" living in this impeccably maintained, renovated pool home situated on an oversized lot. The interior features refinished hardwood floors, double-paned windows, and an updated kitchen equipped with custom cabinetry, granite countertops, and stainless-steel appliances. The inviting main living area is highlighted by a trey ceiling and a gas fireplace, with French doors leading to a private outdoor area, perfect for the Florida lifestyle. This exterior retreat includes a saltwater pool and a professionally landscaped, fully fenced yard with irrigation supported by an irrigation well. Significant improvements offer peace of mind and long-term value, including a new standing seam metal roof (2025), a full A/C system (2022), a garage mini-split (2024), and completely replumbed with PVC. The air-conditioned two-car garage features new epoxy flooring and is currently utilized as a versatile game room. Ideally located in the sought-after Southside Elementary district, this residence provides quick access to Southside Village, downtown Sarasota, and the renowned beaches of Siesta and Lido Key. This property has a great rental history along with future bookings, please inquire for more details.
Listing Agent: Fred Sassen (404-408-5956)
1702 WALDEMERE ST, SARASOTA, FL 34239
$1,375,00040 Days on yellowkey MLS ID: A4690683
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 991 Built: 1950 Tax: $1,597 (2025)Community: Hudson BayouSingle Family
Taxes:$1,597
Remarks: Wonderful opportunity to build your dream home in the heart of Sarasota. Found in the desired West of Trail area, this quarter acre lot is 75' wide and offers endless possibilities. Located only one block from Sarasota Memorial Hospital, three blocks to Southside Village with tons of wonderful restaurants and shops, along with Morton's Market, and less than 1.5 miles to Main St in Downtown Sarasota. Also, conveniently right between our two beautiful white sand beaches - Lido and Siesta Key. Come build your perfect piece of paradise in Sarasota, Florida!
Listing Agent: Victoria Beckham (941-544-6734)
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