Location: Sarasota
Do Not Show Listings
6415 MIDNIGHT PASS RD #705, SARASOTA, FL 34242
$584,50065 Days on yellowkey MLS ID: A4683086
REDUCED by $15,300 (2.6%) on 04/13/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1287 Built: 1975 Tax: $3,669 (2025)Community: AnchorageSpa: NoCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,669
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Welcome to the best location on Siesta Key. The Anchorage is located on the corner of Stickney Point and Midnight Pass. It’s all about convenience and living the good life. Walk to bars, restaurants, the beach. You can walk across the street and rent a boat. Speaking of boats you can dock your boat on our giant seawall for $10.00... yes...ten dollars a month. Your new condominium is an open floor plan with living room/dining room combo. All three rooms have hurricane sliding doors. The main bedroom is very large and the master bath has a walk-in shower. The guest bedroom has 2 double beds with a tub/shower! You also have one covered parking space underneath the main building valued at $25,000.00. We have a beach easement to Siesta Key beach! Our Seawall was replaced in 2019. The building and grounds are in wonderful shape! The Anchorage has so many amenities to offer owners and renters, including an Olympic-size heated swimming pool, Fitness Center, Lighted Pickleball & Tennis Courts, Clubhouse, BBQ & Picnic Areas and Kayak Storage! There is a trolly that you could take to Siesta Key Village to enjoy more shopping, entertainment and dining options. The Anchorage is very conveniently located near Stickney Point Bridge to give you easy access to the mainland, including downtown Sarasota!
Listing is courtesy of: DELUCA REALTY INC (941-487-7162)
Listing Agent: Anthony Deluca (941-685-6001)
2280 MIDNIGHT PEARL DR, SARASOTA, FL 34240
$475,00025 Days on yellowkey MLS ID: N6143658
REDUCED by $10,000 (2.1%) on 04/13/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1844 Built: 2019Monthly Fee: $124 Tax: $3,509 (2025)Community: Bay LandingSingle Family
Taxes:$3,509
Elementary School: Tatum Ridge Elementary
High School: Booker High
Middle School: McIntosh Middle
Remarks: Welcome to 2280 Midnight Pearl Dr, a beautifully designed and maintained one-story home offering comfort, functionality and modern style. Built with durable all-concrete block construction, this residence features a truly open-concept layout perfect for both everyday living and entertaining. At the heart of the home, a spacious kitchen with a large island overlooks the dining area, great room and cozy breakfast nook, creating a seamless flow of living space. From here, step out onto the covered lanai and enjoy the screened back porch—ideal for relaxing or hosting guests year-round. A sun tunnel skylight fills the home with natural light, helping reduce the need for artificial lighting during the day and contributing to lower power bills. The owner’s suite is thoughtfully positioned at the rear of the home, providing optimal privacy along with an ensuite bath. Two additional bedrooms are located at the front and share a full bathroom, making this layout ideal for families or guests. Convenience meets practicality with a laundry room just off the garage, functioning perfectly as a mudroom entry into the kitchen. The home also comes equipped with stainless steel appliances, including a dishwasher, range, refrigerator and microwave. Residents enjoy a low HOA fee of just $124 per month, which includes access to a beautiful heated community pool and fitness room. Additional updates include a newly replaced roof in September 2025, offering peace of mind for years to come. Ideally located with easy access to I-75, this home is just a short drive from Sarasota’s world-famous beaches, shopping, dining and top-rated schools. This well-maintained home combines modern features with a smart layout in a spectacular and convenient location—ready for you to move in and enjoy.
Listing is courtesy of: PELICAN REALTY CORP (941-270-2650)
Listing Agent: Anna Bridinger, Pa (941-544-8195)
631 N ORANGE AVE #208, SARASOTA, FL 34236
$344,900168 Days on yellowkey MLS ID: A4671326
REDUCED by $10,000 (2.8%) on 04/13/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 784 Built: 1982 Tax: $2,508 (2024)Community: Mentone CourtSpa: NoCondo
Taxes:$2,508
Tax Year: 2024
Remarks: One or more photo(s) has been virtually staged. Unit #208 is one of just five 2BR/2BA homes for sale under $500,000 in the entire SRQ downtown region – it’s the only one under $399,000 and it’s the closest to the downtown center. Located In the charming Mentone Court complex with just 16 residences in the heart of the Rosemary District, the entire complex is above the flood plain and #208 has assigned covered parking. Its HOA fees and taxes may be the lowest in city and the HOA pays for insurance on the building, a huge benefit. With a walkability score of 92 it’s a "Walker's Paradise” and four restaurants with outdoor dining are less than a block away in gorgeous Citrus Square which has its own Veo Public Scooter stand. Walk five-minutes to the Main Street dining scene, or a few blocks to Whole Foods. It’s all about affordable convenient city living. This bright, well laid-out 2nd floor corner unit feels spacious with high ceilings, an open floor plan and large-format porcelain tile, and five closets. Recessed ceiling lighting shows off a fresh tropical paint color palette, the plantation blinds on all windows and the 12’ slider’s vertical blinds are included. The kitchen’s refinished solid wood cabinetry complements granite countertops while under-cabinet lighting illuminates a striking pearlescent subway tile backsplash. The induction range, dishwasher and refrigerator are new (never used). Also new is the efficient HVAC system and four Hunter remote-control ceiling fans. Two updated baths feature a pristine cast iron tub in one and an oversized shower with classic white subway tile in the other. A stacked washer/dryer is included. The large primary bedroom can fit a king bed and has a California-style walk-in closet. The 12’ glass slider opens to an oversize screened-in lanai protected by a motorized 12’ roll-down Kevlar storm/sunshade rated for a Cat. 5 hurricane. This top-quality screen has a battery backup and its MagnaTrack keeps it taut – no sagging, ever. A remote control lets it double as a sunscreen to use the patio throughout the Summer. Master insurance on the structure, water, sewer, trash, reserve funding, landscaping and exterior maintenance are all included in the low $522 monthly HOA fee. The HOA is professionally managed and fully funded; no special assessments are planned. Minimum one-week rentals and small pets are allowed. Mentone Court is not in a flood zone has never had storm damage – block construction with a newer tile roof means it’s inexpensive to insure appliances and contents as the building is insured by the HOA for peace of mind. Under three stories it’s exempt from Milestone inspections, rules and high mandated reserves. The Legacy Trail starts in Payne Park, a one mile bike ride away. Longboat Key is a short drive or just grab the nearby free Bay Runner trolley that runs daily every twenty minutes 7am–11pm to St. Armands Circle, then to Lido Beach Park with its huge pool and amenities then on to unspoiled South Lido Beach with its nature walks, see the photos. It’s the same pristine white sand as Siesta Key 1000 feet to the south, but without the crowds, traffic and parking hassles. Unit #208 checks off every box for worry-free affordable downtown living with easy beach access. With its own covered parking spot and only 12-minutes by Uber to the airport, Unit #208 could be your seasonal 2nd home, investment property that pays for itself, or live full-time downtown and walk everywhere.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Roger Pettingell (941-387-1840)
631 N ORANGE AVE #107, SARASOTA, FL 34236
$389,900276 Days on yellowkey MLS ID: A4659021
REDUCED by $10,000 (2.5%) on 04/13/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 784 Built: 1982 Tax: $2,713 (2024)Community: Mentone CourtCondo
Taxes:$2,713
Remarks: This beautifully renovated first-floor unit is one of just five 2BR/2BA homes for sale under $500,000 in the SRQ downtown region – and it’s the closest to the downtown center with a five-minute walk to the Main Street dining scene and shops, or a few blocks to Whole Foods. Located in the charming Mentone Court complex with just 16 residences in the heart of the Rosemary District, the entire complex is above the flood plain and #107 has assigned covered parking just 50 feet away. Its HOA fees and taxes may be the lowest in city and the HOA pays for insurance on the building. With a walkability score of 92 it’s a "Walker's Paradise” and four restaurants with outdoor dining are less than a block away in gorgeous Citrus Square which has its own Veo Public Scooter stand. The oversize lanai leads directly to private green space, then to a locking gate in the garden wall and on to four restaurants in Citrus Square just 400 feet away. Main Street’s cafes & shops are a five-minute walk, while Whole Foods is a few blocks away. #107 comes furnished with a 75" Frame TV, all the artwork and most of the furniture pictured. Gut-renovated and unoccupied since (new plumbing, paint, AC/heat, ceiling fans). The unit feels spacious with high ceilings, porcelain tile flooring, 5" baseboards, plantation blinds and four closets. The guest shower is oversized, and the primary bath has a 3/8” frameless glass shower door; both have high-end Kohler Awaken fixtures, Choreograph shower barres and gorgeous designer tile. The new LG heat pump washer/dryer is ready for your beach towels. The kitchen features new Samsung smart Wi-Fi appliances with an induction range and quiet dishwasher. Quartz countertops complement solid hickory dovetailed cabinets that will never delaminate. The backsplash and island are clad with chic hand-made Moroccan Zellige tile by Cle. The oversized 5'x13' lanai (with storage closet) is protected by a 12' motorized roll-down Kevlar storm/sunshade rated for a Cat. 5 hurricane; its MagnaTrack system keeps the screen taut – no sagging, ever. It doubles as a sunscreen so you can use the patio year-round. Master insurance on the structure, water, sewer, trash, reserve funding, landscaping and exterior maintenance are all included in the low $522 monthly HOA fee. All you pay is cable and electricity. The HOA is professionally managed and fully funded; no special assessments are planned. Minimum one-week rentals and small pets are allowed. Community is not in a flood zone has never had storm damage – block construction with a newer tile roof means it’s inexpensive to insure the contents. Under three stories it’s exempt from Milestone inspections, rules and high mandated reserves. The Legacy Trail starts in Payne Park, a one mile bike ride away. Longboat Key is a short drive or just grab the nearby free Bay Runner trolley that runs daily every twenty minutes 7am–11pm to St. Armands Circle, then to Lido Beach Park with its huge pool and amenities then on to unspoiled South Lido Beach with its nature walks, see the photos. Unit #107 checks off every box for worry-free elegant, but affordable, downtown living with easy beach access. With its own covered parking and only 12-minutes by Uber to the airport Unit #107 could be your elegant city pied-a-terre, investment property, or live full-time downtown and walk everywhere.
4662 BEACON DR, SARASOTA, FL 34232
$390,00030 Days on yellowkey MLS ID: A4686944
0 Days Off yellowkey (back on 4/13/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1609 Built: 1977 Tax: $1,991 (2025)Community: Sarasota SpgsSingle Family
Taxes:$1,991
Elementary School: Brentwood Elementary
High School: Sarasota High
Remarks: Under contract-accepting backup offers. Check out this 3-bedroom, 2-bath home with a 2-car garage in a centrally located neighborhood. This home features a split floor plan with a spacious formal living room, a separate family room at the rear of the home, and a formal dining room with built-in buffet-style cabinets. The galley kitchen is conveniently located in the center of the home, and there is an abundance of closet space throughout. This property does need some TLC, but the major updates include a roof replaced in 2019, A/C in 2013, and water heater in 2016. The partially fenced backyard offers a large 16x30 wood deck built around a beautiful oak tree, plus a spacious 14x11 shed with two loft areas, ideal for extra storage, a workshop, a man cave, or a she shed, with a paver brick patio off it. Located within walking distance to the elementary school and a neighborhood park with grills and picnic tables, and just a short drive to shopping, restaurants, and the beautiful beaches. Don’t miss this great opportunity to make this home your own
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Lisa Bouck, Pa (941-374-0165)
941 VIRGINIA DR, SARASOTA, FL 34234
$1,500,00052 Days on yellowkey MLS ID: A4684540
Bed: 6 Bath: 4.5 Liv Area Sq Ft: 3492 Built: 1945 Tax: $9,217 (2025)Community: Bay HavenSpa: YesSingle Family
Taxes:$9,217
Elementary School: Emma E. Booker Elementary
Middle School: Booker Middle
Remarks: A Rare Piece of Sarasota History with current income of over 167,000 / yr. Four turn-key furnished residences. Three City Lots. One Extraordinary Piece of Sarasota History. Welcome to 941 Virginia Drive, a truly unique historic property originally built by John Ringling Jr., offering vintage Sarasota charm paired with modern flexibility and lucrative income. Set on three city lots, this 125-foot-long masonry residence creates an extraordinary private compound with four distinct living spaces. The main residence features two bedrooms, one and a half bathrooms, and an office or den, highlighted by timeless architectural details including stone porches, arched doorways, pecky cypress paneling, tall vaulted beamed ceilings and a wood-burning fireplace. Modern updates complement the historic character with stainless steel appliances, granite countertops, and updated fixtures. The property is designed for lifestyle, opportunity and flexibility for extended family, guests or continued successful short-term rental business. In addition to the main home, the estate includes three separate guest residences providing privacy and versatility. There are two in-law suites that feature full kitchens, a private pool, hot tub, outdoor shower, patio access and a private bathroom; one offers one bedroom and the other two bedrooms. There is an additional one-bedroom dwelling with a convenient kitchenette, private bathroom and laundry. Located just two miles north of downtown Sarasota, the property offers easy access to Lido Key, Longboat Key, St. Armands Circle, and the vibrant dining, arts, and cultural scene of downtown Sarasota. Whether you envision a private historic estate, a multi-generational compound or a unique established vacation rental business, this rare property offers exceptional character, privacy and opportunity in one of Sarasota’s most desirable locations. Don’t miss this opportunity to Own a Piece of Ringling History — A Private Sarasota Compound with Vintage Charm and Resort-Style Living.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Angela Adams (941-809-9760)
3409 SPANISH OAK TER, SARASOTA, FL 34237
$155,000171 Days on yellowkey MLS ID: A4670478
1 Days Off yellowkey (back on 4/13/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 749 Built: 1973Monthly Fee: $210 Tax: $1,728 (2024)Community: Oakwood ManorMobile Home
Taxes:$1,728
Remarks: OAKWOOD MANOR — WHERE FUN, FRIENDSHIP & EASY LIVING COME TOGETHER!!! Smart Buyers Know-Value lives at Oakwood Manor Updated Gem in Oakwood Manor! Enjoy resort-style living in this highly desirable 55+ resident-owned community located within Sarasota city limits. Spanning 90 beautifully maintained acres, Oakwood Manor offers an exceptional lifestyle with a low monthly fee of just $210. Community amenities include a welcoming clubhouse with commercial kitchen and event stage, fitness center, library, heated pool, spacious hot tub, bocce ball and shuffleboard courts. Pickleball enthusiasts will appreciate the brand-new courts along the Legacy Trail, just a short bike ride away. (Please note: no pets, motorcycles, or RVs permitted.) Pride of ownership is evident throughout this meticulously maintained and tastefully decorated 2-bedroom, 2-bath home. The enclosed Florida room adds valuable living space and features a light, beachy ambiance, while a second front Florida room—surrounded by newer windows—is the perfect place to enjoy your morning coffee. Inside, the inviting living room is ideal for relaxing or entertaining. The kitchen offers a charming breakfast area, built-in desk, ample cabinetry, and includes a smooth-top stove, microwave, and refrigerator. Both bathrooms have been beautifully updated, and the coastal color palette throughout perfectly complements the Florida lifestyle. Notable upgrades include: AC replaced in 2020 • Bathrooms updated in 2020 • New tile bath floor (2020) • New flooring throughout (2021) • New windows • PVC plumbing • New front awning (2024) • New washer & dryer (2024) This move-in-ready home needs absolutely nothing—just bring your suitcase and start enjoying life in paradise. Ideal as a winter retreat or full-time residence. Conveniently located near downtown Sarasota, Siesta Key Beach, St. Armand's Circle, shopping, Sarasota-Bradenton International Airport, and two major hospitals—this home offers the perfect blend of comfort, convenience, and community. Schedule your private showing today—this is a must-see home and you won’t be disappointed!
Listing is courtesy of: REAL ESTATE BOUTIQUE LLC (941-726-8061)
Listing Agent: Maria Atkins (941-726-8061)
1775 STAPLETON ST, SARASOTA, FL 34239
$1,545,000176 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
Elementary School: Southside Elementary
Middle School: Brookside Middle
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.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Andrew Tanner (941-539-0998)
1022 S OSPREY AVE, SARASOTA, FL 34236
$1,599,000206 Days on yellowkey MLS ID: A4666624
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 2284 Built: 1922 Tax: $4,185 (2024)Community: Rigbys SubSingle Family
Taxes:$4,185
Remarks: Situated in the highly desirable West of Trail neighborhood of Hudson Bayou, this fully restored 1922 residence is the perfect blend of historic charm and modern conveniences. The property offers 2,284 square feet with two bedrooms and two bathrooms in the main house, plus a one-bedroom, one-bathroom guest house. Renovations include a 2006 conversion of the garage into a guest house with a stucco privacy wall and Chicago brick driveway. In 2018, a spacious primary suite with double closets, a large bath, and French doors to a screened lanai was added. High ceilings, oversized impact windows, and refinished hardwood floors (2024) add to the home’s appeal. Recent updates include a recoated roof with a 10-year transferable warranty (2025), A/C (2023), water heater (2024), encapsulated crawlspace with dehumidifier (2024), foundation reinforcement with new support jacks (2024/2025), and hurricane-rated windows. The kitchen and dining area were fully renovated, featuring custom Conestoga cabinetry and designer appliances (2024/2025). Additional features include recessed lighting, custom closets, a Murphy bed, and a natural gas fireplace. A wellness room with an infrared sauna (2025) completes the interior. Exterior highlights include enhanced landscaping, three all-weather sheds, a pergola with natural gas grill hookups, and a serene brick courtyard surrounded by mature landscaping for privacy. The location is unparalleled, with proximity to Southside Village, the downtown Sarasota bayfront, St. Armands Circle, and the world-famous beaches of Lido and Siesta Key.
Listing Agent: Barbara May (404-822-9264)
2960 SANDRINGHAM PL, SARASOTA, FL 34235
$525,000133 Days on yellowkey MLS ID: TB8453203
REDUCED by $15,000 (2.8%) on 04/13/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2205 Built: 1991Monthly Fee: $700 Tax: $3,335 (2024)Community: Sandringham PlaceSingle Family
Taxes:$3,335
Remarks: Absolute stunner and an exceptional value. This fully remodeled (2025) 3-bedroom, 2-bath, 2-car garage home in The Meadows offers 2,205 sq. ft. of beautifully updated living space on just under a 1/3 of an acre (0.30-acre) lot. The property features an open, split-bedroom floor plan with 10-foot ceilings and a soaring cathedral ceiling in the great room. The brand-new kitchen includes stainless steel appliances, quartz countertops, new cabinetry, and updated lighting. Both bathrooms have been fully renovated with new tile, faucets, finishes, and fixtures. Additional upgrades include new laminate wood flooring throughout and fresh interior paint. The home offers a large living room with a fireplace, a formal dining room, and a spacious primary suite with an oversized walk-in closet, dual sinks, a large walk-in shower, and a stand-alone soaking tub. A 252 sq. ft. air-conditioned Florida room, a generous utility room with a sink, and an oversized garage provide added versatility and convenience. Enjoy a maintenance-free lifestyle with an HOA that covers landscaping, lawn care, irrigation, power washing, tree trimming, and exterior paint. The property is located in Flood Zone X, meaning flood insurance is not required—an excellent advantage for buyers. The Meadows is a highly sought-after, park-like community featuring extensive amenities, including social activities, miles of nature trails, three golf courses, 15 lighted tennis courts, pickleball and basketball courts, a new Lifestyle and Wellness Center, a Jr. Olympic pool and spa, and protected nature preserves. A professional, 24-hour vehicle-based security patrol provides added peace of mind. Ideally situated just minutes from the University Town Center Mall, boutique shopping and dining, Nathan Benderson Park, downtown Sarasota, and world-class Gulf beaches.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (813-259-0000)
Listing Agent: Lawrence Malloy (813-679-3990)
4341 NELSON AVE, SARASOTA, FL 34231
$415,00016 Days on yellowkey MLS ID: A4688886
0 Days Off yellowkey (back on 4/9/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1686 Built: 1998 Tax: $2,113 (2025)Community: Golf EstatesSingle Family
Taxes:$2,113
Remarks: Under contract-accepting backup offers. PROFESSIONAL PICTURES TO COME!! Welcome to 4341 Nelson Avenue—a well-loved single-family home full of charm, comfort, and thoughtful features. This inviting property offers generous closet space throughout, making organization easy and practical for everyday living. Enjoy peace of mind with a newer roof, adding value and durability to the home. The spacious primary bedroom provides direct access to a large lanai, creating the perfect private retreat to relax with your morning coffee or unwind in the evenings. Step outside to a beautifully landscaped yard filled with lush vegetation, offering a serene and natural setting. The partially fenced backyard provides both privacy and flexibility—ideal for pets, gardening, or outdoor entertaining. With its warm character, functional layout, and inviting outdoor spaces, this home is a wonderful opportunity to enjoy the best of Sarasota living.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Daina Filiatreau (941-932-3414)
5531 ROSEHILL RD #203, SARASOTA, FL 34233
$179,900136 Days on yellowkey MLS ID: A4674707
REDUCED by $20,000 (10.0%) on 04/13/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1316 Built: 2002 Tax: $2,572 (2025)Community: Admirals WalkCondo
Taxes:$2,572
Remarks: Discover the perfect blend of style, comfort, and convenience in this refreshed 2-bedroom, 2-bath corner-unit condo in the gated community of Admirals Walk. Featuring a versatile loft space—ideal for a home office, guest room, playroom, or extra lounge—this layout offers the flexibility today’s lifestyle demands. Step inside to an open floor plan with vaulted ceilings and plenty of natural light. The kitchen, flows effortlessly into the spacious living and dining area—perfect for hosting friends, relaxing after work, or enjoying family time. Both bedrooms include walk-in closets and en-suite bathrooms, and the conveniently placed laundry room sits between them for easy everyday living. Located just 6 miles from Siesta Key Beach and minutes from Clark Road and I-75, this home puts you close to schools, hospitals, shopping, dining, and everything Sarasota has to offer. Admirals Walk is a pet-friendly, maintenance-free community featuring resort-style amenities: a beautiful clubhouse with a pool and jacuzzi, modern fitness center, game room, and meeting spaces. Your association fee even includes internet, cable, water, sewer, trash, and security, offering excellent value and peace of mind. This condo delivers the Florida lifestyle you’ve been searching for. Schedule your showing today!
Listing Agent: Brett Keyser, Jr (941-957-8425)
33 S PALM AVE #1601, SARASOTA, FL 34236
$3,950,000281 Days on yellowkey MLS ID: A4659041
2 Days Off yellowkey (back on 4/13/2026)
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3407 Built: 2024Community: DemarcayCondo
Taxes:$0
Remarks: Under contract-accepting backup offers. Penthouse Collection residence on the 16th floor of the newly built DeMarcay, capturing commanding vistas over downtown Sarasota, Sarasota Bay, Big Pass and the Gulf. Perfectly positioned at the corner of Main Street and Palm Avenue, this address places art galleries, acclaimed dining, boutiques, theaters, the farmers’ market, the city marina, wellness studios and live music within an easy stroll. Plus, St. Armands Circle and Lido Beach are just three miles across the Ringling Bridge. DeMarcay sets a new benchmark for downtown living with elevated, resort-inspired amenities crowned by an 18th-floor bi-level terrace with 360-degree views. Residents enjoy a state-of-the-art fitness center, club lounge, outdoor kitchen, and a spectacular pool terrace designed for sunset lounging and entertaining, supported by dedicated on-site staff available 24/7 for personalized service. This is the only condominium in downtown Sarasota with 24/7 valet parking service, offering a distinctive, space-saving parking configuration and the ease of round-the-clock attended vehicle access. Bayside on the 16th floor, this elegant 3,407-square-foot residence offers three private bedroom suites, a separate office/den, powder room, open-concept living, laundry facilities, and a private bayfront balcony. Volume ceilings and expansive glass invite natural light and frame the skyline and water views throughout. The gourmet kitchen features imported Italian cabinetry, quartz countertops, a Miele five-burner gas cooktop, and integrated Miele appliances. The primary suite is a true retreat with a spa-inspired bath showcasing designer Italian cabinetry, porcelain undermount sinks, a soaking tub and a spacious walk-in shower. An 18-story boutique condominium of only 39 residences, DeMarcay uniquely weaves modern architecture with Sarasota history, thoughtfully preserving and restoring the iconic facades of the original DeMarcay Hotel (1922) and the Roth Cigar Factory (1923–1938). A rare opportunity to live above it all: At the city’s most walkable crossroads surrounded by water, culture and coastal ease.
5251 BUNYAN ST, SARASOTA, FL 34232
$550,00031 Days on yellowkey MLS ID: N6143482
REDUCED by $19,000 (3.3%) on 04/13/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2066 Built: 1981 Tax: $1,924 (2025)Community: Groves TheSingle Family
Taxes:$1,924
Elementary School: Alta Vista Elementary
High School: Riverview High
Middle School: Riverview Middle
Remarks: PRICED TO SELL 5251 Bunyan Rd is a fully renovated, move-in ready block construction home offering nearly 2,100 sq ft of living space on an oversized .5-acre lot, located in the highly desirable Cedar Hollow community in a NO-FLOOD zone. Inside, the property has been fully updated with all new 2026 hurricane impact windows and sliders, a 2021 roof, and a 2018 HVAC system. The interior features brand new flooring throughout, a fully renovated kitchen, and updated bathrooms, with fresh landscaping and paint, creating a clean and modern living environment. This home delivers a rare combination of space, location, and modern upgrades in one of the area’s most sought-after neighborhoods. Cedar Hollow is known for its quiet streets, established feel, and prime accessibility, all while remaining outside of flood zones for added peace of mind. Conveniently located just minutes from the famous UTC Mall, residents enjoy immediate access to premier shopping, dining, and entertainment. The home also offers quick access to vibrant downtown Sarasota, world-class Gulf beaches, and major commuter routes—placing everything you need within easy reach. The home’s layout is functional and open, with great natural light and a seamless flow between living spaces. Exterior features include an oversized 2-car garage, a large driveway with ample parking, and a spacious backyard with endless potential for outdoor living, expansion, or customization.
Listing is courtesy of: RE/MAX PALM REALTY OF VENICE (941-451-2025)
Listing Agent: David Melman (941-525-7004)
1749 LINCOLN PARK CIR, SARASOTA, FL 34236
$3,750,000133 Days on yellowkey MLS ID: A4674729
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
Remarks: Downtown Waterfront! Seeking instant gratification? Welcome to one of downtown Sarasota’s most hidden gems. Located in Lincoln Park on Hudson Bayou, this intimate enclave of just eight residences offers a rare blend of privacy, charm, and immediate access to the very best of Sarasota’s cultural and waterfront lifestyle. Tucked along the tranquil waters of Hudson Bayou, the setting is serene yet remarkably close to downtown’s celebrated restaurants, theaters, art venues, and the iconic Marie Selby Botanical Gardens. As you arrive along the tree-lined street, 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 built-in cabinetry. Adding to the home’s rare appeal is a deeded boat slip with a 10,000-pound lift directly on Hudson Bayou, offering immediate access to Sarasota Bay and beyond. Perfectly positioned between downtown Sarasota and Southside Village, this exceptional residence places dining, shopping, recreation, and culture just moments away. 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)
3214 KEY AVE, SARASOTA, FL 34239
$1,195,00065 Days on yellowkey MLS ID: A4681848
REDUCED by $80,000 (6.3%) on 04/13/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2376 Built: 2024 Tax: $8,273 (2025)Community: South GateSpa: NoSingle Family
Taxes:$8,273
Elementary School: Wilkinson Elementary
Remarks: Allegra Built located in the desirable Southgate neighborhood, this custom new build blends an organic modern design with lovely coastal touches. Created for both comfort and versatility, the 2,372 sq. ft. floor plan of open-concept living features 3 bedrooms plus a flexible bonus room, ideal as a home office, den, or creative space. The home includes 2 full bathrooms and an elegant powder room. The designer fixtures and finishes have been expertly done with a minimalist aesthetic that is both stylish and highly functional. Pops of color enhance the warm neutral interior, creating a timeless and sophisticated appeal throughout. A stunning gallery-style foyer welcomes you with classic wainscoting and a skylight that fills the entry with natural light. The impressive great room features a dramatic 12’ 8” ceiling accented by striking wood beams, creating a grand yet inviting gathering space. The kitchen is a true centerpiece, showcasing an all-white palette, standalone range hood, expansive quartz island, and a well-sized butler’s pantry featuring a wall of gorgeous cabinetry, a dishwasher, and convenient pass-through access to the kitchen. The adjoining dining area is surrounded by three large windows and offers direct access to the covered patio, creating a wonderful setting for indoor-outdoor entertaining and al fresco dining. The primary suite offers an enchanting retreat, complete with a double vanity flanked by illuminated niches, a large frameless glass shower with walls of exquisite tile, artistically wallpapered water closet, a mirrored wall above the vanity, and rich gold -colored fixtures. Massive 10-ft. tall French doors enhance the home’s light-filled atmosphere while opening to a covered lanai and private, tropically landscaped yard. Additional highlights include grid-less windows that enhance the seamless indoor-outdoor feel, thick luxury vinyl plank flooring throughout, a spacious two-car garage, and a tiled outdoor shower. The fabulous in-town location places you just moments from an array of arts and entertainment venues, along with abundant recreational, shopping, and dining opportunities. The home is also located within one of the area’s most sought-after school districts, known for its strong academic excellence. With its spectacular design elements and beautiful architectural details, this residence creates an atmosphere where you’ll want to simply relax, unwind, and savor the beautiful surroundings. It’s a place where you and your family can live the perfect Sarasota lifestyle along one of Florida’s most picturesque coastlines.
Listing is courtesy of: GRECO REAL ESTATE (941-685-0449)
Listing Agent: Karen Greco (941-504-6927)
3115 TRUSTEE AVE, SARASOTA, FL 34243
$415,00093 Days on yellowkey MLS ID: A4679197
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1579 Built: 2019Monthly Fee: $317 Tax: $3,304 (2025)Community: University VillageHalf Duplex
Taxes:$3,304
Elementary School: Kinnan Elementary
High School: Southeast High
Middle School: Braden River Middle
Remarks: Nestled in a peaceful, gated, and maintenance-free community just six miles from downtown Sarasota, this beautifully designed 2019-built villa offers the ideal blend of tranquility and convenience. With serene long lake views and an open, easy-flow layout, the home is perfectly suited for both relaxing and entertaining. The residence features two bedrooms, two full baths, and a versatile den/office. The split-bedroom floor plan provides excellent privacy, while the additional den offers flexible space for a home office, gym, media room, or guest retreat. The kitchen is a standout, appointed with stainless steel appliances, quartz countertops, and a stylish tile backsplash both functional and elegant. Step outside to the screened lanai and take in the expansive water views, creating a true Florida lifestyle setting for morning coffee or evening unwinding. Located in the University Village community, residents enjoy access to a community pool, clubhouse, dog park and sidewalks for leisurely strolls. The location is exceptionally convenient, close to shopping, dining, SRQ Airport and Sarasota's world-famous beaches. Come discover this inviting retreat that truly feels like home. Please be sure to watch the zillow 3D tour.
Listing Agent: Alison Elizalde (941-951-6660)
1400 BURGOS DR, SARASOTA, FL 34238
$365,000220 Days on yellowkey MLS ID: A4665075
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1672 Built: 2006Monthly Fee: $408 Tax: $3,948 (2024)Community: Isles Of SarasotaTownhouse
Taxes:$3,948
Elementary School: Laurel Nokomis Elementary
High School: Venice Senior High
Middle School: Sarasota Middle
Remarks: Welcome to this 3-bedroom, 2.5-bath fully furnished townhouse. Perfectly located in the highly sought-after Isles of Sarasota community in Palmer Ranch. The home offers amenity-rich and a maintenance-free lifestyle. Inside, on the first floor you'll find an open floor plan living room and dining room with a spacious kitchen & a breakfast area, as well as a laundry area and guest bathroom. Step outside to your private patio where you can sit, relax, and enjoy peaceful views of nature. Upstairs, all three bedrooms and two full baths provide ample space and comfort. This layout is ideal for anyone looking for convenience and everyday comfort or someone seeking a strong rental opportunity in a high-demand area. The Isles of Sarasota has a heated resort-style pool, fitness center, 4 Har-Tru tennis courts, basketball, playground and clubhouse. With a dedicated lifestyle director, there's always something fun on the calendar for you to enjoy! For your convenience the community includes an on-site manager. Ideally located just minutes from Siesta Key Beach, downtown Sarasota, Legacy Trail, top-rated restaurants, and shopping.
Listing Agent: Katia Balcazar (941-539-1005)
7872 MAINSAIL LN, SARASOTA, FL 34240
$1,495,00025 Days on yellowkey MLS ID: A4687553
Bed: 4 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3857 Built: 2022Monthly Fee: $500 Tax: $14,857 (2025)Community: Shoreview/Lakewood Ranch WaterSpa: NoSingle Family
Taxes:$14,857
Remarks: Nestled in the sought-after community of Lakewood Ranch Waterside, this exceptional two-story home offers a harmonious blend of comfort and functionality in a picturesque setting. The main floor features a thoughtfully designed great room floor plan with volume ceilings showcasing custom coffered details, along with a private office ideal for working from home. The kitchen is a centerpiece of style and efficiency, boasting a large center island with seating, quartz countertops, stainless steel appliances, a gas cooktop, and a spacious walk-in pantry. The primary suite is a private retreat, complete with a walk-in shower, private water closet, and an expansive custom-organized dressing room. Two additional bedrooms and bathrooms on the main floor provide ample space for family or guests. Upstairs, a generous bonus room, along with a fourth bedroom and full bath, creates an ideal space for visitors. Enjoy a private pool and outdoor kitchen, perfectly positioned to take in serene lake views and a rare backdrop of a prestigious polo farm, where the sight of grazing horses enhances the setting. Shoreview residents enjoy a wide array of amenities, including a fitness center, resort-style pool, tennis and pickleball courts, and more. Located just minutes to Waterside Place, with convenient access to Lakewood Main Street, University Town Center, downtown Sarasota, I-75, beaches, top-rated schools, and medical facilities.
Listing is courtesy of: COLDWELL BANKER REALTY (941-907-1033)
Listing Agent: Katina Shanahan (941-702-0437)
50 CENTRAL AVE #11A, SARASOTA, FL 34236
$990,000266 Days on yellowkey MLS ID: A4660043
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1595 Built: 2005 Tax: $13,852 (2024)Community: Plaza At 05 Points ResidencesCondo
Taxes:$13,852
Remarks: Lavish boutique living in the heart of Downtown Sarasota awaits at the Plaza at Five Points. This tastefully updated, turnkey 2-bedroom, 2-bath condo residence, with a covered lanai/balcony, offers city living with refined style and comfort. A spacious entry foyer with a dedicated office nook provides a practical and welcoming first impression—ideal for year-round living or a stress-free seasonal retreat. The kitchen features sleek quartz countertops and newer, high-quality appliances. The primary en-suite bedroom showcases beautiful city views, a California-style walk-in closet, and access to the private lanai. The guest bedroom is generously sized and offers equally charming downtown vistas. The lanai is accessible from both the living room and the primary bedroom, providing a seamless indoor-outdoor flow. Additional features include two deeded garage parking spaces conveniently located near the lobby, and a private storage room. Building security includes controlled access at all entry points and elevators, ensuring peace of mind. Enjoy an elevated lifestyle with luxurious amenities including front desk concierge service, front desk steward, valet parking, rooftop heated pool and spa, outdoor grilling area, cabana with gazebo, a well-equipped fitness center, community room with catering kitchen and fireplace, conference room, and a guest suite available for weekly reservations. Step out of your lobby into Sarasota’s vibrant arts and entertainment district. Just a short stroll to the Sarasota Opera House, theaters, live music venues, art galleries, eclectic shopping, and top-rated dining. Whole Foods is around the corner for added convenience. The Bayfront and Marina Jack are just minutes away, offering a variety of boating and waterfront activities. Easy access St. Armands Circle, Lido Beach, Longboat Key, and world-renowned Siesta Key Beach. The Sarasota-Bradenton International Airport, Selby Botanical Gardens, Van Wezel Performing Arts Center, and the Asolo Repertory Theatre are all within a short drive. The building performs like a champ during hurricanes and storms. Residences with this floor plan in ‘The Plaza at Five Points’ are rarely available—schedule your private or virtual showing today. Vacant and easy to show.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-907-9595)
Listing Agent: Ronald Greene (941-445-2985)
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