Location: Sarasota , 34231
Do Not Show Listings
5887 TIDEWOOD AVE #2, SARASOTA, FL 34231
$249,90072 Days on yellowkey MLS ID: A4690222
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1155 Built: 1973 Tax: $1,962 (2025)Community: Baywood Colony Sec 2Villa
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$1,962
Elementary School: Phillippi Shores Elementary
High School: Riverview High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: Light and Bright with 9' Ceilings located at the gateway to Siesta Key this Turn-Key Furnished Baywood Colony 2BR/2BA Villa just 1 unit away from Clubhouse and pool, diagonally across from bayfront sea wall with fountain and benches for enjoying tranquil bay views, fishing or sunsets over the bay. Less than 1 mile to the Siesta Key bridge and World's #1 Siesta Key Beach with amazing, so soft & cool crushed crystal white sands. For peace of mind, this unit never flooded during the hurricanes of 2024 and that is saying something for being this close to the Gulf and Bay. You will love the fact that it is concrete block construction the Open Living Room/Dining Room Floor Plan Flows out to an Oversized Lanai via Quadruple Sliding glass doors - the feeling of light and space in this Villa is simply amazing! The primary BR has a walk-in closet and en-suite bath. The second bedroom is ample in size, and the 2nd bath is just in the hallway for easy access from the entire home. The $1053 Condo Fee includes Villa Exterior Insurance, Exterior Painting, All Ground Maintenance, Water, Sewer, Clubhouse with Pool, Saunas, Kitchen, Function room, Game Room with pool table, dart board, library, etc. and the beautiful bayfront park (this seller was only paying $300/yr. for HO-6 insurance which covers you from the drywall inward). So close to shopping and restaurants too! This is an amazing property and an amazing deal - you will love all that it offers. Mainland security with easy beach access and all at an Oh-so-nice price!
Listing is courtesy of: ALBERT WOOSTER & COMPANY (941-350-1220)
Listing Agent: Albert Wooster (941-350-1220)
4439 WESTWOOD LN, SARASOTA, FL 34231
$2,995,000254 Days on yellowkey MLS ID: A4664741
0 Days Off yellowkey (back on 6/17/2026)
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3777 Built: 1991Monthly Fee: $25 Tax: $20,186 (2024)Community: Oyster Bay EstatesSpa: YesSingle Family
Taxes:$20,186
Tax Year: 2024
Remarks: Under contract-accepting backup offers. **BRILLIANTLY UPDATED and METICULOUSLY MAINTAINED ESTATE in OYSTER BAY, a Coveted, West of Trail Neighborhood** Situated on a large CORNER LOT, this 4-BED, 3 FULL and 1 HALF BATH residence is being Sold FURNISHED and offers desired privacy and extensive updates. Attention to detail is evident throughout this warm contemporary home featuring an open floorplan and unobstructed views of the Courtyard, Pool & Spa and Garden. For the culinary enthusiast, the impressive Kitchen boasts premium brand appliances including Subzero, Miele and Wolf. Enjoy the warmth of the wood-burning fireplace in the adjacent family room. Flexible Owner’s Suite with either Second or First-Floor possibilities. The second-story primary suite features a balcony overlooking the courtyard and pool, Multiple Walk-In Closets, beautifully update primary bath with dual vanities, custom-tiled shower, soaking tub, etc. In addition to the two guest bedrooms on the first floor, an additional room can also function as a spacious primary bedroom suite with an adjacent, updated Full Bath. NEW HVAC, WASHER & DRYER; WHOLE HOME GENERATOR (2021); NEWER ROOF (2017); HURRICANE IMPACT WINDOWS/DOORS (2018), ETC. Excellent location with easy access to lifestyle amenities — just a half mile to The Field Club… and in close proximity to Southside Village, Sarasota Memorial Hospital, Shopping Centers and Area Beaches including #1 Rated Siesta Key Beach. **Please Enjoy Viewing the 3D Virtual Tour and Aerial Video**
Listing is courtesy of: GENEROUS PROPERTY (941-275-9399)
Listing Agent: Mark Lyda (941-586-2670)
4802 KESTRAL PARK CIR #22, SARASOTA, FL 34231
$419,900163 Days on yellowkey MLS ID: A4678273
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1570 Built: 1982 Tax: $5,739 (2024)Community: Landings Carriagehouse IiCondo
Taxes:$5,739
Remarks: Enjoy the ease of maintenance-free living in this quiet corner-lot Carriagehouse II residence within The Landings, now featuring a newly installed roof, providing added value and peace of mind for years to come. Designed for comfortable everyday living and entertaining, the home offers expanded living space with two lanais, including a full-width enclosed and air-conditioned lanai as well as a spacious screened lanai overlooking mature landscaping. PGT WinGuard impact-resistant windows and sliding doors enhance both security and energy efficiency. The interior features an updated kitchen with pass-through access to the living area, renovated bathrooms, and a welcoming living room centered around a wood-burning fireplace. An attached one-car garage and nearby guest parking add convenience, while the corner location provides additional privacy and natural light. Residents of The Landings enjoy a 24-hour gated community known for its lush greenbelts, scenic lakes, nature boardwalk leading to the Intracoastal Waterway, community pool, spa, and clubhouse. Optional membership to the Racquet Club offers additional recreational opportunities. Ideally located just minutes from Siesta Key Beach, downtown Sarasota, shopping, dining, and cultural attractions, this home combines an exceptional location with valuable upgrades and a sought-after lifestyle.
Listing is courtesy of: KONA REALTY (941-718-8293)
Listing Agent: Dan Ivanov (941-544-0475)
1602 STICKNEY POINT RD #404, SARASOTA, FL 34231
$599,000477 Days on yellowkey MLS ID: A4643334
0 Days Off yellowkey (back on 4/29/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1128 Built: 1975 Tax: $4,849 (2024)Community: Castel Del MareCondo
Taxes:$4,849
Elementary School: Gulf Gate Elementary
Remarks: Under contract-accepting backup offers. Nestled in the heart of Sarasota’s coastal paradise, this stunning TURNKEY FURNISHED PENTHOUSE offers million-dollar views and an unparalleled Florida lifestyle. *LESS THAN A MILE FROM SIESTA KEY BEACH ACCESS (.7 MILES)* Located in the coveted Castel Del Mare—nicknamed “The Hidden Jewel on the Bay”—this prime waterfront condo places you just minutes from Siesta Key’s world-famous beaches, top-tier shopping, dining, and entertainment. Step inside and be captivated by breathtaking water views that greet you upon entry. This beautifully renovated fourth-floor residence has been thoughtfully updated with high-end finishes, ensuring both style and comfort. The heart of the home is the gourmet kitchen, where quartz countertops, elegant cabinetry, a modern backsplash, and stainless steel appliances create a sleek yet functional space. Enjoy casual dining at the barstool seating or gather in the dedicated dining area for a more formal setting. The primary suite serves as a tranquil retreat, complete with a walk-in closet and a spa-like ensuite bathroom featuring a seamless glass-enclosed shower. Crown molding in the bedrooms adds a refined touch to the space. Beyond the condo, Castel Del Mare offers an impressive selection of resort-style amenities, including two heated swimming pools, tennis and pickleball courts, shuffleboard, a clubhouse, a scenic gazebo, kayak access with storage, and a picturesque boardwalk encircling the complex. Best of all, this waterfront haven is situated on the Intracoastal Waterway, where you can lounge by the bayfront pool, watch boats glide by, and take in spectacular sunsets. SOLD TURNKEY FURNISHED. Experience the best of Sarasota living—schedule your private showing today!
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Keith Curcio (941-376-7683)
5326 LAKE ARROWHEAD TRL #7, SARASOTA, FL 34231
$289,90011 Days on yellowkey MLS ID: A4697122
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1214 Built: 1981 Tax: $1,644 (2025)Community: Lake ArrowheadCondo
Taxes:$1,644
Remarks: Discover the perfect blend of comfort, convenience, and Florida lifestyle in this spacious 1,214 sq. ft. first-floor 2-bedroom, 2-bath condominium in the highly desirable Lake Arrowhead community. This main-floor residence features a covered entryway, assigned carport, updated interior. The large-screened lanai overlooking the pond and fountain provides the perfect setting for morning coffee or evening relaxation while enjoying peaceful water views and the soothing sounds of native Florida birds. The thoughtfully designed floor plan offers generous living spaces, while the kitchen is equipped with appliances updated within the last 2–5 years. The ground-floor location provides easy access and carefree living with no stairs to navigate. Just a short walk away, enjoy the community's charming Key West-style clubhouse and heated lakeside pool. Lake Arrowhead is known for its lush landscaping, mature shade trees, cypress, willows, water lilies, fishing pier, and picturesque lake views. The clubhouse serves as a vibrant social hub for gatherings, events, and recreational activities. Outdoor enthusiasts will love the direct access to nearby Red Bug Slough Preserve, a 72-acre natural sanctuary offering scenic trails for walking, jogging, biking, birdwatching, fishing, and enjoying Florida's natural beauty. Best of all, you're only about 4 miles from world-famous Siesta Key Beach, consistently ranked among America's top beaches. Enjoy easy access to Sarasota's vibrant coastal lifestyle, including charming neighborhoods, local eateries, boutique shopping, waterfront dining, arts and entertainment, and countless opportunities to enjoy the Gulf Coast lifestyle. Whether you're seeking a full-time residence or seasonal retreat, this beautifully situated condo offers exceptional value in one of Sarasota's most desirable locations.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Peter Lasalle (941-350-0651)
2551 WILKINSON RD, SARASOTA, FL 34231
$399,90015 Days on yellowkey MLS ID: A4696791
Bed: 3 Bath: 0.0 Liv Area Sq Ft: 1469 Built: 1955 Tax: $3,559 (2025)Community: Forest HillsApartment
Taxes:$3,559
Remarks: Virtually Staged. A Piece of Sarasota History Meets Modern Opportunity: The "Siesta Key Style" Duplex with TWO separate electrical panels! Own a landmark piece of Sarasota history. Nestled on an expansive, wooded double lot at the western end of Wilkinson Road, this "Siesta Key style" bungalow offers a rare blend of timeless character and modern updates. Surrounded by a lush, quarter-acre canopy of mature bamboo, majestic oaks, and tropical palms, this property is a private sanctuary just minutes from the best of the Gulf Coast. Two units, endless potential and fully remodeled between 2023 and 2024, this versatile duplex is an ideal setup for savvy investors, multi-generational families, or those looking to "house-hack". Unit 1: A spacious 2-bedroom, 2-bathroom layout. Unit 2: A charming 1-bedroom, 1-bathroom retreat. Modern Upgrades & Peace of Mind: Every major system has been addressed so you can enjoy "turn-key" living or immediate rental income. Roof: New commercial-grade TPO membrane roof (2022) with a 30-year life. Climate: Brand new, energy-efficient mini-split AC systems in both units. Infrastructure: New plumbing throughout and separate electrical panels for each side. Interior: A fresh mix of new and restored flooring, newer appliances in unit 1, and stylish finishes. Exterior: Extra storage in the outdoor shed and plenty of room to roam & garden on the oversized lot. Location is Everything!!! Whether you’re heading to the beach, to work or to the city, you are perfectly positioned: 5 Minutes to the North Siesta Key Bridge. 12 Minutes to the vibrant culture and dining in Downtown Sarasota. 11 Minutes to the freeway for easy commuting. Don't miss this rare chance to own a functional, fully updated landmark in one of Sarasota’s most convenient locations. Some photos are visually staged. Schedule your private tour today!
Listing is courtesy of: BOUDRIE REAL ESTATE GROUP INC (941-730-5674)
Listing Agent: Rebekah Boudrie (941-730-5674)
2079 SUN HOME ST #A-30, SARASOTA, FL 34231
$139,90015 Days on yellowkey MLS ID: A4696537
1 Days Off yellowkey (back on 6/16/2026)
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 607 Built: 2008Monthly Fee: $215 Tax: $1,339 (2025)Community: Mobile EstatesSpa: NoManufactured Home
Taxes:$1,339
Middle School: Riverview Middle
Remarks: Under contract-accepting backup offers. Virtually Staged. One or more photo(s) has been virtually staged. Tucked within the enclave of the 55+ Mobile Estates—this resident-owned cooperative residence invites you to claim your own slice of Florida paradise. This newer-construction, one-bedroom, one-bath retreat offers an open floor plan, dining area, and kitchen beneath brand-new laminate flooring throughout. Additional features include a brand-new refrigerator, a newer stove, and in-unit washer and dryer. The generously sized primary bedroom has been freshly painted. A large attached sunroom soaring with high ceilings—sunny, open, and wrapped in ultraviolet-blocking windows that temper the Florida glow. Recent enhancements abound: a brand-new porch and stairs, a generously proportioned carport, a high-capacity 2022 air-conditioning unit, a 2024 roof engineered to hush even the heartiest rainstorm, and a water softener system for everyday indulgence. Backing directly onto charming Gulf Gate Village, you are just steps from local restaurants, eclectic boutiques, and lively pubs. World famous Siesta Key Beach, known for its powdery white sand shores, is only 10 minutes away.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Mark Quire (941-993-5706)
6100 HOLLYWOOD BLVD, SARASOTA, FL 34231
$649,00049 Days on yellowkey MLS ID: A4692788
REDUCED by $50,000 (7.2%) on 06/05/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2325 Built: 1956 Tax: $3,185 (2025)Community: Aqualane Estates 2NdSpa: NoSingle Family
Taxes:$3,185
Middle School: Sarasota Middle
Remarks: Located in the highly desirable Aqualane Estates, just about a mile from the world-famous Siesta Key Beach and Crescent Beach, and close to local favorite Captain Curt’s Crab & Oyster Bar, this unique property offers an incredible opportunity to own in one of Sarasota’s most sought-after waterfront neighborhoods. Surrounded by million-dollar homes and picturesque canal-lined streets, the setting alone makes this home truly special. Set on an expansive 0.40-acre lot, the property is anchored by a stunning, majestic banyan tree that creates unmatched curb appeal and Old Florida charm. While the home does not offer full canal access, it does feature a small sliver of water frontage, adding to its character. With no HOA, you’ll enjoy added flexibility and freedom rarely found in such a prime location. Additionally, the home is in Flood Zone X and X500 and has never flooded. This oversized lot also presents exceptional potential for redevelopment, with ample space to build a new custom home in line with the luxury properties throughout the neighborhood—making it ideal for investors, builders, or buyers looking to create their dream home. Built in 1956, this classic Florida-style home offers 3 bedrooms, 2 bathrooms, and 2,325 square feet of living space. Inside, you’ll find timeless character throughout, including beautiful terracotta tile flooring accented with unique hand-painted tiles, along with artistic touches carried into the primary bedroom and shower. The outdoor space is designed for enjoying the Florida lifestyle, featuring a large, private pool ideal for laps, all enclosed within a fenced backyard and patio area for added privacy. A two-car garage with an attached workshop provides plenty of room for storage, hobbies, or projects. Recent updates include a 2025 shingle roof and an upgraded lift station for the septic system, offering peace of mind for the next owner. Whether you’re looking to enjoy it as-is, renovate, or build new, this property offers a rare combination of location, lot size, flexibility, and future potential just minutes from the beach, dining, and everything Sarasota has to offer.
Listing Agent: Roni-Marie Gold, Pa (941-487-0105)
2644 MOSS OAK DR #47, SARASOTA, FL 34231
$425,00029 Days on yellowkey MLS ID: A4694071
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1985 Built: 1989 Tax: $2,669 (2025)Community: Woodbridge EstatesCondo
Taxes:$2,669
Remarks: Welcome to Woodbridge Estates, where peaceful surroundings and natural beauty meet convenience and comfort. This spacious 3-bedroom, 2 full and 1 half bath condo offers an open floor plan designed for easy Florida living and entertaining. The large living area flows seamlessly into the dining space and kitchen, creating an inviting atmosphere filled with natural light. The eat-in kitchen features stainless steel appliances, a pocket door for added privacy, an eat-at pass-through to the dining area, and a slider leading to a private courtyard—perfect for enjoying your morning coffee or evening relaxation. Sliders from both the living area and the primary suite open to a sunroom, extending your living space and bringing the outdoors in. The primary suite is a true retreat with a large walk-in closet and an en suite bath complete with dual sinks, a garden tub, separate shower, and private water closet. Bedrooms two and three each have sliders to a screened porch, providing private outdoor access and peaceful views. A convenient half bath is located off the foyer, while the laundry room includes a utility sink for added functionality. Surrounded by mature oak trees and lush landscaping, this pet-friendly community is ideal for walking and enjoying the outdoors. Residents of Woodbridge Estates enjoy access to a pond, pickleball and tennis courts, a community swimming pool, and an Association Manor House for social gatherings and events. Tucked away in a quiet setting yet just minutes from shopping, I-75, city conveniences, and some of the best beaches in the United States, this home offers the perfect balance of tranquility and accessibility.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Brandi Furlan (941-894-9888)
4937 LANDINGS CT, SARASOTA, FL 34231
$1,525,00079 Days on yellowkey MLS ID: A4689027
REDUCED by $100,000 (6.2%) on 06/10/2026
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3504 Built: 1985Monthly Fee: $29 Tax: $8,703 (2025)Community: The LandingsSpa: NoSingle Family
Taxes:$8,703
Remarks: NOW OFFERED AT A SIGNIFICANTLY IMPROVED PRICE, this is an outstanding opportunity to own a custom WEST-OF-TRAIL home in one of Sarasota's most desirable GATED COMMUNITIES. Soaring ceilings and an abundance of natural light define this spacious 4-bedroom, 4-bath residence, thoughtfully designed and custom built by the original owner for both everyday living and effortless entertaining. Rich Cypress siding, elegant crown molding, plantation shutters, and imported Italian porcelain tile add warmth, architectural refinement, and timeless style throughout the home. The open floor-plan creates a seamless flow between living spaces, while a striking floor-to-ceiling white brick wood-burning fireplace serves as a dramatic focal point in the great room. Clerestory windows and skylights enhance the bright, airy ambiance, and custom built-in cabinetry compliments the home's clean, coastal-inspired design. Step outside to a private pool with an inviting setting for relaxing or hosting guests. A flexible office/den provides the ideal space for working from home or enjoying a quiet retreat, while generously sized bedrooms ensure comfort and privacy for family and visitors alike. Located within The Landings, a highly sought-after and gated West-of-Trail community, residents enjoy a lush, park-like environment with mature landscaping, scenic walking trails, and access to the Intracoastal Waterway. Community amenities include a kayak launch, kayak racks (as available), and a fishing pier situated at the end of a scenic nature trail, perfect for embracing Sarasota's waterfront lifestyle. Optional membership to the Landings Racquet Club offers tennis courts, a fitness center, clubhouse, and a vibrant social calendar. Ideally situated just minutes from downtown Sarasota, fine dining, shopping, and the world-renowned beaches of Siesta Key, The Landings offers an exceptional blend of privacy, natural beauty, and active living.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Mary Pat Phillips Radford (941-587-9905)
5608 MURDOCK AVE, SARASOTA, FL 34231
$333,90064 Days on yellowkey MLS ID: A4691209
0 Days Off yellowkey (back on 4/30/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1788 Built: 1957 Tax: $4,199 (2025)Community: Sun HavenSingle Family
Taxes:$4,199
Elementary School: None
High School: None
Middle School: None
Remarks: Under contract-accepting backup offers. Virtually Staged. This 3-bedroom, 2-bath block home offers 1,788 square feet of comfortable living space just under 3 miles from Siesta Key Beach. The property features an oversized two-car garage and a large fenced backyard complete with a screened lanai, perfect for relaxing or entertaining. Inside, you’ll find both a living room and a family room, along with an open floor plan that provides plenty of space to spread out and enjoy. Minutes to shopping, restaurants and interstate for commuting! Roof 2020.
Listing is courtesy of: ALLEGIANT REAL ESTATE GROUP (941-685-3958)
Listing Agent: Lori Campbell (941-685-3958)
7503 STARFISH DR, SARASOTA, FL 34231
$515,00057 Days on yellowkey MLS ID: A4691968
REDUCED by $10,000 (1.9%) on 06/13/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1383 Built: 1957Monthly Fee: $21 Tax: $3,608 (2025)Community: Coral CoveSingle Family
Taxes:$3,608
Remarks: Welcome to 7503 Starfish Drive in desirable Sarasota, Florida—an exceptional opportunity to own a slice of paradise just minutes from world-renowned Siesta Key Beach. Nestled in the sought-after Coral Cove subdivision, this charming residence offers the perfect blend of comfort, convenience, and coastal living. This well-maintained home features a spacious and functional layout with abundant natural light throughout. The living areas flow seamlessly, creating an inviting atmosphere ideal for both everyday living and entertaining. The kitchen offers ample cabinetry and workspace, ready for your personal touch or future upgrades. Step outside to enjoy your private outdoor space—perfect for relaxing, hosting gatherings, or adding a pool to create your own backyard oasis. The property provides plenty of room to customize and make it your own. One of Coral Cove’s standout features is its private community boat ramp, offering residents convenient access to the Intracoastal Waterway for a minimal annual fee—an exceptional perk for boating enthusiasts. Ideally located, you’re just a short drive to Siesta Key’s sugar-white sands, top-rated dining, shopping, and entertainment. With easy access to major roadways and downtown Sarasota, this home is perfectly positioned for both full-time living and seasonal enjoyment. Whether you’re looking for a primary residence, vacation home, or investment property, this is an opportunity you don’t want to miss.
Listing is courtesy of: REALTY EXECUTIVES GALLERY (941-376-8769)
Listing Agent: Troy Jenkins (941-376-8769)
2492 WATERVIEW CT, SARASOTA, FL 34231
$995,00063 Days on yellowkey MLS ID: A4691223
1 Days Off yellowkey (back on 6/15/2026)
REDUCED by $100,000 (9.1%) on 05/28/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2017 Built: 1955Monthly Fee: $38 Tax: $4,717 (2025)Community: Riverview ManorSpa: NoSingle Family
Taxes:$4,717
High School: Sarasota High
Remarks: Looking for a home with boating access in your backyard, yet still mainland and close to everything you need? Welcome to 2492 Waterview Ct in Sarasota! This home was substantially renovated in early 2024 and offers 3 bedrooms, 2 bathrooms, 2 car garage, pool, and dock with 4,500 lb boat lift on Phillippi Creek. You'll have peace of mind with a 2023 roof, all impact windows and doors, and knowing this home had NO WATER INTRUSION from any recent storms. Entering the home from the double front entry door, you'll be impressed with premium grade white oak engineered hardwood flooring throughout the home, high ceilings, new baseboards, trim, interior doors, and tons of natural light shining in. A spacious living room and dining room combination offers separation between your primary suite and spare bedrooms. The kitchen has quartz countertops, tons of cabinetry, a large pantry, and an eat in area perfect for a breakfast table or banquet. Enjoy subtle water views from your primary bedroom featuring a completely renovated ensuite bath with marble countertops, dual sinks, jet tub, frameless glass shower, water closet, and walk-in closet with custom built in shelving. On the other side of the home, you'll find a hallway with storage closet, a full bathroom with dual sinks and a shower/tub combination, along with two spare bedrooms - each housing dual closets with custom shelving. A laundry room with sink and cabinetry is located off the kitchen near the garage entry. Both areas of the main living space offer sliding glass doors leading out to a spacious patio and open-air pool that was completed in 2020. The fully fenced yard is perfect for pets, kids, and privacy. Walk through your backyard down to the creek and find a private boat dock with lift ready for you to enjoy countless days out on the beautiful waters surrounding Sarasota with just a quick boat ride to get to the main channel. You'll enjoy summer nights with the lively atmosphere and vibes of the Phillippi Creek boating community with your neighbors out and about on the water. The two-car garage has plenty of cabinetry for storage, along with a separate room plumbed for a full bath or whatever you want to make of it to suit your needs. Enjoy the privacy of this 1/3 acre lot knowing you'll never have a neighbor to the left side due to a large grassy retention pond area. Riverview Manor has very low HOA dues coming in at only $450 per year. You are minutes from the Landings shopping plaza and everything 41 has to offer, as well as less than 10 minutes to the North or South Bridge to Siesta Key, and less than 15 minutes to Downtown Sarasota. With water access, a boat lift and dock, renovated home, pool, and prime location, there is not much more you could be looking for! Schedule your showing today.
Listing Agent: Victoria Beckham (941-544-6734)
6438 HOLLYWOOD BLVD, SARASOTA, FL 34231
$4,500,00041 Days on yellowkey MLS ID: A4693913
REDUCED by $475,000 (9.5%) on 06/15/2026
Bed: 5 Bath: 5.5 Gar: 3 Liv Area Sq Ft: 4282 Built: 2009 Tax: $35,895 (2025)Community: Pine Shores Estate 7Th SecSpa: NoSingle Family
Taxes:$35,895
Remarks: Welcome to Coucher du Soleil — French for "Sunset" — a magnificent gated waterfront estate styled after the grand French residences of New Orleans. Breathtaking views of Little Sarasota Bay, Siesta Key, and spectacular daily sunsets greet you from every room of this one-of-a-kind home. Impeccable craftsmanship is evident throughout, from the custom sapele mahogany front doors and hand-carved fireplace mantel to the handmade crown moldings and exotic sucupira hardwood floors. An elevator, exquisite lighting fixtures, exterior gas lanterns, and thoughtful hardware selections make this residence as functional as it is beautiful. The open-concept living and dining room flows seamlessly through numerous French doors onto an expansive covered balcony, also accessible from the guest suite and solarium. A custom library offers a tranquil retreat, while the entire top floor is dedicated to the primary suite, complete with a private office, morning kitchen, spacious dressing room, and private balcony with unsurpassed views. The carriage house provides an ideal in-law or guest suite with its own entrance, kitchen, bath, and balcony. Outdoors, enjoy the sprawling verandah overlooking the saltwater pool or head out on the water from your 50-foot composite dock with lift, electric, water, and sailboat access. Truly a one-of-a-kind Sarasota estate, do not miss this opportunity.
Listing Agent: Vlado Konatar (941-718-8293)
4509 S LOCKWOOD RIDGE RD, SARASOTA, FL 34231
$499,99943 Days on yellowkey MLS ID: A4693665
REDUCED by $10,001 (2.0%) on 06/15/2026
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 2190 Built: 1956 Tax: $4,158 (2025)Community: Flora VillaSingle Family
Taxes:$4,158
Elementary School: Wilkinson Elementary
Remarks: Unique and enchanting, this charming four-bedroom, two-bath split-plan home offers 2,190 square feet of character-filled living space. Vaulted ceilings with exposed wood beams, an ample-sized loft ideal for an office or guest space and a cozy wood-burning fireplace create a warm and inviting atmosphere. The thoughtfully designed layout and distinctive architectural details provide both comfort and versatility, ideal for everyday living and entertainment. The spacious primary suite features a large walk-in closet and added benefit of a newer separate air-conditioning unit (2023). The kitchen is well-appointed with granite countertops, wood cabinetry with over- and under-cabinet lighting and a convenient indoor laundry room nearby. The flexible fourth bedroom is positioned and generously sized to easily serve as a family room or dining area. Outside, enjoy a fully fenced backyard that feels like a private oasis, showcasing lush gardens in a peaceful, serene setting, ideal for attracting butterflies and native birds. Recent upgrades include a roof (2021), HVAC system (2019), water heater (2021) and PGT hurricane-rated windows and doors. Additional features include a putting green, a quiet dead-end street, a covered two-car carport with a breezeway, an outdoor storage shed, room for a pool and a large double driveway with plenty of space for RV or boat parking. Ideally located near downtown Sarasota’s fine dining and arts district, St. Armands Circle, UTC Mall, Interstate 75, Sarasota Memorial Hospital, parks, boat ramps, short distance to Riverview High School and Wilkinson Elementary School and the world-renowned Siesta Key and Lido beaches. This home offers a blend of charm, convenience and lifestyle.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-907-9541)
Listing Agent: Cindy Pierro (941-920-6818)
$399,90042 Days on yellowkey MLS ID: A4691540
REDUCED by $35,100 (8.1%) on 06/03/2026
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1469 Built: 1955 Tax: $3,559 (2025)Community: Forest HillsSingle Family
Remarks: A Piece of Sarasota History Meets Modern Opportunity: The "Siesta Key Style" Duplex with TWO separate electrical panels! Own a landmark piece of Sarasota history. Nestled on an expansive, wooded double lot at the western end of Wilkinson Road, this "Siesta Key style" bungalow offers a rare blend of timeless character and modern updates. Surrounded by a lush, quarter-acre canopy of mature bamboo, majestic oaks, and tropical palms, this property is a private sanctuary just minutes from the best of the Gulf Coast. Two units, endless potential and fully remodeled between 2023 and 2024, this versatile duplex is an ideal setup for savvy investors, multi-generational families, or those looking to "house-hack". Unit 1: A spacious 2-bedroom, 2-bathroom layout. Unit 2: A charming 1-bedroom, 1-bathroom retreat. Modern Upgrades & Peace of Mind: Every major system has been addressed so you can enjoy "turn-key" living or immediate rental income. Roof: New commercial-grade TPO membrane roof (2022) with a 30-year life. Climate: Brand new, energy-efficient mini-split AC systems in both units. Infrastructure: New plumbing throughout and separate electrical panels for each side. Interior: A fresh mix of new and restored flooring, newer appliances in unit 1, and stylish finishes. Exterior: Extra storage in the outdoor shed and plenty of room to roam & garden on the oversized lot. Location is Everything!!! Whether you’re heading to the beach, to work or to the city, you are perfectly positioned: 5 Minutes to the North Siesta Key Bridge. 12 Minutes to the vibrant culture and dining in Downtown Sarasota. 11 Minutes to the freeway for easy commuting. Don't miss this rare chance to own a functional, fully updated landmark in one of Sarasota’s most convenient locations. Some photos are visually staged. Schedule your private tour today!
4799 OAK FOREST DR W #43, SARASOTA, FL 34231
$305,000225 Days on yellowkey MLS ID: A4671738
INCREASED by $5,000 (1.7%) on 06/15/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1456 Built: 1984 Tax: $3,333 (2025)Community: Oak Forest VillasSpa: NoSingle Family
Taxes:$3,333
Remarks: Virtually Staged. You will love Oak Forest with all the mature trees and grassy landscaped areas and its LOCATION! Just minutes to Siesta Key Beaches, Downtown shopping, restaurants, social events and theater. This community is impeccably maintained and modernized. Conveniently located directly across from the community pool and tennis courts, the entire interior of this end unit was just painted and all of the popcorn has been removed. The guest bathroom totally remodeled with a walk-in shower. New never been used stainless steel appliances: refrigerator, stove and dishwasher are included. Tile flooring throughout the villa with vinyl flooring for easy maintenance in the guest bedroom. Primary bedroom has brand new carpet and offers two walk-in custom designed closets for maximum efficiency. Primary bathroom designed with dual sinks and a walk-in shower with glass doors. The Primary Bedroom, Living Room and Kitchen have sliding glass doors to access the extended private lanai. This community is not an age restricted community, is pet friendly and offers tennis, pickleball, heated pool and clubhouse. Whether you are a snow bird or a full-time resident this property checks desired boxes for your new home. Association replaced the roofs about two years ago, painted all exteriors and installed paver driveways. AC was replaced in 2025. The Association remains diligent regarding their finances and are fully reserved. No CDD fees!
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Midge Mccarthy (941-809-3800)
1725 BAYWOOD DR, SARASOTA, FL 34231
$2,495,000144 Days on yellowkey MLS ID: A4680848
REDUCED by $100,000 (3.9%) on 06/15/2026
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3612 Built: 1984 Tax: $20,152 (2025)Community: Bay View AcresSpa: YesSingle Family
Taxes:$20,152
Remarks: Welcome to 1725 Baywood Drive — an extraordinary waterfront estate ideally positioned just moments from open bay access in one of Sarasota’s most sought-after boating communities. Offered fully furnished, this exceptional residence delivers the ultimate blend of sophisticated coastal living and effortless luxury, allowing you to move in and immediately experience the Sarasota lifestyle at its finest. From the moment you arrive, lush tropical landscaping, a grand circular driveway, and elegant architectural presence create an unforgettable first impression. Inside, sun-drenched living spaces showcase timeless design, refined finishes, and an effortless flow ideal for both intimate living and upscale entertaining. Designed to maximize indoor-outdoor living, the home opens to a spectacular private waterfront oasis featuring panoramic water views, a resort-style pool and spa, expansive entertaining areas, and a fully equipped outdoor kitchen. Whether enjoying peaceful mornings by the water or hosting unforgettable sunset gatherings, every detail was thoughtfully crafted to embrace the beauty of Florida waterfront living. For boating enthusiasts, the private dock and 20,000-pound boat lift provide fast, direct access to Sarasota Bay and the Gulf of Mexico — making spontaneous days on the water effortless. Perfectly located just minutes from Siesta Key Beach, Southside Village, downtown Sarasota, and world-class dining, shopping, and entertainment, 1725 Baywood Drive offers a rare opportunity to own a true Sarasota waterfront retreat where luxury, privacy, and lifestyle come together seamlessly.
Listing Agent: Kelly Quigley (941-356-9954)
4031 IOLA DR, SARASOTA, FL 34231
$282,50012 Days on yellowkey MLS ID: A4695471
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 952 Built: 1952 Tax: $2,546 (2025)Community: Dixie HeightsSingle Family
Taxes:$2,546
Remarks: ***This is the ONE!*** BEAUTIFUL UPDATED efficient house in GREAT CONDITION! NO HOA, no flood zone, absolutely no flood history, high elevation. New septic, drain field, and quality METAL ROOF (previous owners were roofers)! Super affordable utilities bills due to efficiency and zoning! Granite countertops, updated bathroom and kitchen, tile flooring make this home easy to maintain. Bring your boat, trailer, or RV: this cozy Florida home offers a quiet living in a well-established Sarasota neighborhood. The house is close to shopping areas, restaurants, hospitals, world-famous Siesta Key beach, downtown Marina, Selby Botanical Gardens, Suncoast Technical College, Riverview High School district with IB program. TAKE ACTION BEFORE IT IS GONE! *VA, FHA, and conventional financing are welcome, house easily passes inspection and is priced below appraised value. Please use standard FL contract type and up to 5 business days (or 7 calendar days) inspection period.
Listing Agent: Zulfiia Tursunova (941-228-6862)
2501 CASS ST, SARASOTA, FL 34231
$425,00078 Days on yellowkey MLS ID: A4689368
1 Days Off yellowkey (back on 5/19/2026)
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1635 Built: 1971Monthly Fee: $6 Tax: $2,389 (2025)Community: Gulf Gate WoodsSingle Family
Taxes:$2,389
Remarks: Under contract-accepting backup offers. Virtually Staged. Completely remodeled and move-in ready, this stunning home offers modern upgrades and an open-concept layout designed for comfortable living and entertaining. The brand-new kitchen features gorgeous granite countertops, new cabinetry, and all-new stainless steel appliances. Every detail has been thoughtfully updated, including fully remodeled flooring throughout, fresh interior and exterior paint, and beautifully upgraded bathrooms with contemporary finishes. The spacious open layout seamlessly connects the kitchen, living room, and family room, enhanced by stylish touches like a modern barn door. A versatile bonus room provides the perfect opportunity for a home office, den, or potential conversion into a third bedroom. Enjoy outdoor living at its best with a huge backyard offering plenty of space to build your dream pool and create your own private oasis. Major system upgrades provide peace of mind, including a newer tile roof (just 3 years old), updated electrical panel (2018), PVC repiping, HVAC system (2018), and water heater (2020). Ideally located just minutes from Siesta Key Beach and Sarasota Pavilion shopping and dining, this home truly delivers on location, style, and value.
Listing is courtesy of: BROKER & BAKER INTERNATIONAL REALTY (941-932-2944)
Listing Agent: Isha Gumpel (941-932-2944)
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