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$1,925,000
3 Beds 2 Baths Bay View Acres SubDv. 34231 Zip Code
ATTENTION BOATERS!! Waterfront dream home – move-in ready! Just a quick (429 yard) boat ride to the ICW - no bridges - a straight shot to the water. Head out to the newly opened Midnight Pass where pristine waters flow freely into the Gulf. 10,000 pound boat lift - gorgeous trex decking - 45+ foot dock with fish stand. Walk to Siesta Key. This beautifully updated waterfront residence offers refined Florida coastal living in a truly exceptional setting. Positioned on a picturesque “Y” intersection of two canals, the property provides serene water views, privacy, and effortless access for deep water boating and outdoor enjoyment—just minutes from Siesta Key’s renowned white sand beaches. A stately approach framed by mature oaks and professional landscaping leads to a custom paver drive and striking hurricane-impact glass entry. Inside, the open, light-filled floor plan showcases original terrazzo and travertine flooring, PGT impact windows, and seamless indoor-outdoor flow. Impact French doors open to expansive gardens, tranquil fountains, a private pool, and classic Chicago brick pavers. Designed for entertaining, the home features multiple outdoor living spaces, including an expansive Trex deck overlooking the canal, a pergola, screened patio, boat dock and covered cabana. The kitchen is appointed with quartz countertops, ceiling-height shaker cabinetry, stainless steel appliances, reverse-osmosis water, and generous windows overlooking the backyard. Living and dining spaces flow effortlessly, complemented by a separate family room, opening to a screened lanai. Renovated guest accommodations complete the main level with 2 bedrooms including sun-drenched guest room, office with Murphy bed and full bath. The second level is devoted entirely to the primary suite, a private retreat with resort quality features as: hardwood floors, water views in every direction, French doors with retractable screens, a private balcony, and a spa-inspired bath with dual vanities, a Carrara-tiled walk-in shower, and custom walk-in closets. Ideally located near Siesta Key, downtown Sarasota, and the region’s cultural, dining, and shopping destinations. Evening relaxation - picture this: you’ve had an amazing day on the water and now you’re ready to cook up your catch right in your own backyard. Perfect sunset dinner awaits! This waterfront gem offers everything you need for the ultimate boaters lifestyle – easy access, premium amenities, and the perfect set up for enjoying your evenings. Ready to make waves in your new home? **No hurricane damage. HOME NOT IN A FLOOD ZONE.

1827 Baywood Drive, Sarasota

$373,750
2 Beds 2 Baths Castel Del Mare SubDv. 34231 Zip Code
Live close to Siesta Key Beach, rated in the top ten beaches and in Sarasota, Florida, CNN rated as the #1 city to visit in the United States for under $375,000. This two-bedroom, one and one-half bathroom townhouse unit is just across the south bridge to Siesta Key. A short walk to Crescent Beach, restaurants, shopping, and off-island in season, do not deal with beach traffic. The 1,232 square foot townhouse has two floors, a screened and private covered lanai on the first floor and a private open balcony on the second floor. The living area and the primary upstairs bedroom both overlook a private, tranquil rear yard and greenbelt area for your relaxation and your enjoyment. This townhouse is turn-key furnished, with an inside utility closet with a stack washer/dryer, new extra under stairs, 3 x 6 storage closet and an additional 4 x 6 mechanical closet with the HVAC system, hot water heater and more storage space. This is one of the few units in the complex with inside utility. This unit has been fully renovated by the current owner with all new stainless steel appliances, all new flooring, all new shiplap walling in Dining area, and second-floor full bathroom, with new vanity, and all new stair case and wood risers. Decorated turnkey furnished, this townhouse shows extremely well for one's personal enjoyment and the Siesta Key lifestyle or as an investment property with a one-month minimum rental, three times a year. The monthly condo fee covers the barrel-tile roof which is maintained annually, and the exterior of the building, maintenance and insurance, landscaping, all amenities including on-site management, two heated community pools, one on the intercoastal with water views, a clubhouse, pickleball courts, tennis courts, shuffle board, a mangrove walk, and a gazebo on the intercoastal for fishing or watching sunset. Through the association and paid for with the monthly fees are the financial reserves, basic cable television, water, sewer, trash, recycling, and weekly pest control. Unit #101 assigned and deeded parking space, #163 is on the left of this unit's front door and two guest parking spaces are directly across the driveway from this unit. Other monthly costs are the electric (FPL) $80 a month, and internet (Frontier) $50 a month, on average. Your homeowner's interior insurance is less than $75 a month and the policy is paid through April of 2027. If you want to drive, there is the Gulf Gate Mall a the corner of US41 and Stickney Point Road with shopping, restaurants, hardware, Publix and Detwiler grocery stores. Castel Del Mare has 185 units, borders the intercostal, and owning one of only 16 townhouses is this island community could be yours. The townhouses have no one above them, so more quiet than your normal stack units with another unit above. This townhouse is vacant and easy to see.

1646 Stickney Point Road Unit 101, Sarasota

$365,000
3 Beds 1 Baths Pinehurst Park SubDv. 34231 Zip Code
Great Block Built home in Gulf Gate with HUGE backyard! Just renovated with brand new kitchen cabinets, new granite countertops, sink, faucet, microwave with hood vented outside. Bathroom also tastefully renovated (we kept the retro tub and tile by design, new toilet, sink, vanity, mirror, lighting), new ceiling fans, and fully painted inside and out. Newer big ticket items include Roof (2022) and HVAC (2021). Property located on a quiet street in a great neighborhood. Front Loading washer and dryer in the separate laundry area off of kitchen. The screened in lanai looks across the expansive back yard, with a huge lush lawn, which has plenty of room for an ADU and parking, if new owner ever wanted to expand. Double auto door in vinyl fence leading to backyard for potential RV parking, if desired. Space, space, space!

2348 Doud Street, Sarasota

$2,997,000
4 Beds 4 Baths Coral Cove SubDv. 34231 Zip Code
Fully renovated waterfront estate in Coral Cove, one of Sarasota’s most desirable West of Trail communities. Set on an elevated 0.59-acre corner lot directly across from the private neighborhood park and boat launch, this British West Indies-style residence offers over 5,012 square feet of updated living space, rare privacy, and the ultimate Sarasota coastal lifestyle. This 4-bedroom, 3.5-bath home has been extensively renovated and thoughtfully redesigned with modern luxury finishes throughout. Major updates include a new metal roof, impact-rated windows and doors, engineered hardwood flooring, solid core interior doors, custom organized closets, two fireplaces, and no flooding during recent hurricanes. The home offers dual primary suites, including a spacious upstairs retreat with a spa-inspired bathroom, freestanding tub, dual vanities, walk-in shower, and oversized custom closet. The chef’s kitchen is the centerpiece of the home, featuring Café Series appliances, Dolomite countertops, soft-close cabinetry, walk-in pantry, waterfall-edge peninsula seating, and a fluted designer range hood. Large living areas, tall ceilings, French doors, and expansive sliders create a bright, open layout designed for seamless indoor-outdoor living. Step outside to a private resort-style backyard with a large pool, limestone pool deck, lush lawn, mature landscaping, new dock, and floating jet ski pad. With the neighborhood boat launch just across the street, this property is ideal for boating, kayaking, paddleboarding, waterfront entertaining, and enjoying the best of Florida living. Located minutes from Siesta Key Beach, Gulf Gate, downtown Sarasota, shopping, dining, marinas, and Sarasota’s arts and culture scene, this Coral Cove waterfront home offers a rare combination of size, elevation, renovation quality, and location.

1707 Caribbean Drive, Sarasota

$2,000,000
3 Beds 3 Baths Ridgewood SubDv. 34231 Zip Code
Modern Waterfront Living on Phillippi Creek with 170 Ft Water Frontage: this stunning residence was completely rebuilt down to the studs in 2023, this move-in ready modern contemporary waterfront residence sits on a rare 0.36-acre lot with 170 feet of water frontage and complete privacy across the creek—offering open water views, and breathtaking westerly Sarasota sunsets. Home has never had water intrusion from any storms due to its elevation. Located on a quiet cul-de-sac just 5 miles to Downtown Sarasota and 3 miles to Siesta Key, the property combines convenience with a peaceful waterfront setting. The home has never flooded and was thoughtfully renovated with long-term durability and quality construction in mind. Boating enthusiasts will appreciate the 5ft +/- water depth at the dock, with additional dredging happening along the creek and an expansive boat dock with new flow-through composite decking, boat lift, and separate double jet ski lift. Enjoy direct access to Sarasota Bay and the Gulf of America just minutes from your backyard. Inside, soaring ceilings and expansive PGT impact windows and sliders fill the home with natural light while framing serene water views. The open-concept living space is centered around a chef’s kitchen featuring a dramatic oversized quartz waterfall island, sleek quartz countertops & backsplash, custom cabinetry, and premium appliances— designed for both daily living and entertaining. The primary bedroom suite offers generous proportions and a fully customized walk-in closet with boutique-level organization the size of its own bedroom. The comprehensive 2023 renovation included full re-plumbing, all new electrical wiring, and fully remodeled bathrooms. Additional upgrades since then include a handcrafted iron front entry door, modern 4 panel garage door with side mounted motor, epoxy flooring and metal standing seam roof. Outdoor living rivals a private resort with a heated saltwater pool and a 2025 custom outdoor kitchen equipped with gas grill, flat-top hibachi grill, built-in TV, refrigerators, and wine cooler. Exterior enhancements include motorized screen, artificial turf for low maintenance, oversized 5 car paver driveway, landscape lighting, leaf guard gutters, and a 12x34 ft shed on an extended concrete pad down to the water's edge. A rare combination of modern construction, deep water access, wide water frontage, and close proximity to Sarasota’s top destinations—this is move in ready waterfront living without settling. It's not just renovated; it's a rare package. All furnishings are negotiable.

2500 Monterey Street, Sarasota

$515,000
3 Beds 2 Baths Briarwood SubDv. 34231 Zip Code
This centrally located, tastefully updated lakefront home in Sarasota is one you will not want to miss! The conveniently located community of Briarwood boasts amazing proximity to beaches, shopping, dining, and excellent public schools. This quiet cul-de-sac is tucked away and features long water views and a nicely sized yard. The curb appeal of this three bedroom home is an A+ with beautiful stacked stone façade, fresh exterior paint, and a new roof in 2022! The interior of this home does not disappoint- clever design and smart updates abound. Upon entering, you’ll notice vaulted ceilings, a split bedroom open concept plan, a newly poured concrete back porch and great views from nearly every room. The modern kitchen features new quartz countertops, updated appliances, and stylish farmhouse sink. The primary suite is spacious with walk-in closet and smart updates. The main areas in the home have new white oak LVP flooring and new paint throughout. The additional bedrooms are abundantly-sized and the whole home has a great feel. You’ll have to see it to believe it- this incredibly updated home won’t last forever, schedule your private showing today!

3033 Grafton Street, Sarasota

$299,000
2 Beds 1 Baths Dixie Heights SubDv. 34231 Zip Code
This charming 2-bedroom, 1-bath home offers a cozy and comfortable layout that's perfect for easy living. The home features a welcoming living room . A spacious utility area provides plenty of room for laundry, storage, or additional workspace. Step outside to enjoy a small, low-maintenance backyard that has potential to create a space for relaxing. The attached one-car carport offers convenient covered parking and easy access to the home. Pipes were lined in 2024. New A/C in 2025. Conveniently located just minutes from shopping, restaurants, and everyday amenities, this home combines comfort, practicality, and a great location. Whether you're a first-time homebuyer, looking to downsize, or searching for an investment property, this home is full of potential and ready to welcome its next owner.

4050 Rockefeller Avenue, Sarasota

$2,100,000
4 Beds 3 Baths Moller Sub SubDv. 34231 Zip Code
Virtually Staged. Exceptional West of Trail location! Nestled on a quiet cul-de-sac, this beautifully updated home offers the perfect blend of modern style and everyday comfort in one of Sarasota's most sought-after neighborhoods. Renovated throughout with tasteful finishes, the bright, open living spaces are designed for effortless living and entertaining. Enjoy a private backyard with room to relax, play, or entertain. Located outside of a flood zone and just minutes from Southside Village, Siesta Key Beach, downtown Sarasota, Sarasota Memorial Hospital, top-rated schools, shopping, dining, and waterfront parks. A rare opportunity to own a move-in ready home in an unbeatable location with easy access to everything Sarasota has to offer.

3921 Maravic Place, Sarasota

$519,000
3 Beds 2 Baths Jackson Highlands SubDv. 34231 Zip Code
Location! Location! Location! NO FLOOD ZONE!SOLAR PANEL! NEW POOL CAGE!NEW FRONT FENCE PLUS SLIDING GATE! If you want total privacy, come check out this beautiful 3/2 Pool Home. This home has been almost fully updated, roof 12/2018 with transferable warranty, AC 6/2016, AC ducts 12/2018, bathrooms and flooring throughout the house 3/2017, water heater 2019, dishwasher 11/2020, full privacy fence 6/2020 and the house has been hooked up to public water 2019 and public sewer 2020. No need to worry about hurricanes. Hurricane Shutters have been installed 10/2020. You will find a tropical oasis in your totally private back yard. Pool with hot tub and large deck is surrounded by mature trees, including fruit trees, mango, Persian lime, bananas, papaya, avocado trees and pineapples. Walking distance to Riverview High School, shopping, 2 miles to the very famous and gorgeous Siesta Key Beach and just 10 minutes to beautiful downtown Sarasota. No deed restrictions.Conveniently located minutes away from I-75 and Tamiami Trail, this property offers excellent accessibility. Sarasota itself is a fantastic place to call home, with its central location providing easy access to shopping, dining, golfing, entertainment, medical facilities, award-winning beaches. Plus, you'll have effortless access to several airports, including Punta Gorda, Sarasota, Fort Myers, and Tampa.Experience the best of Florida with nearby beaches, golf courses, and outdoor recreational activities just a short drive away. Don't miss out on the chance to own this extraordinary home.

2445 Apache Street, Sarasota

$749,000
4 Beds 3 Baths Phillippi Hi SubDv. 34231 Zip Code
Not every buyer is looking for a cookie cutter home. If you've been searching for a property with character, modern updates, and an unbeatable Sarasota location, welcome to 4074 Redbird Circle. Perfectly positioned on nearly a third of an acre, this fully renovated 4 bedroom, 2.5 bathroom home offers the space, privacy, and personality that's becoming harder to find in Sarasota. From the moment you arrive, the horseshoe driveway, mature landscaping, and welcoming front porch set the tone for what's inside. The heart of the home is a thoughtfully designed kitchen built for gathering. The oversized quartz waterfall island comfortably seats up to eight, complemented by brand new stainless steel appliances, abundant storage, and natural gas availability for future cooking options. Just beyond, the wood burning fireplace creates a warm focal point in the living room, while the adjacent dining nook overlooks the backyard through a charming bay window. The primary suite is privately tucked away on the first floor, offering vaulted ceilings, a custom walk in closet, dual vanities, and a spacious walk in shower. Upstairs, three additional bedrooms and a full bathroom provide flexibility for family, guests, or a home office. Step outside to the large screened lanai, an ideal space for morning coffee, weekend barbecues, or relaxing after a day at the beach. The expansive backyard offers room to play, entertain, garden, or even add a future pool. A fenced side yard provides a great space for pets, while the oversized two car garage includes built in cabinets and shelving for additional storage or workshop space. Beyond the cosmetic renovation, you'll appreciate the major improvements already completed, including a new roof, newer HVAC system, updated PVC plumbing, fresh interior and exterior paint, and move in ready condition throughout. Location is where this home truly shines. Nestled among established homes near Shady Creek, you'll enjoy convenient access to boating, kayaking, and paddleboarding while being just minutes from Siesta Key Beach, Downtown Sarasota, Sarasota Memorial Hospital, Trader Joe's, CineBistro, University Town Center, golf, dining, shopping, and some of Sarasota's highest rated public and private schools. Whether you're looking for a full time residence or a Florida retreat, 4074 Redbird Circle delivers something increasingly rare: a home with character, meaningful updates, and a location that puts the very best of Sarasota right at your doorstep.

4074 Redbird Circle, Sarasota

$275,000
2 Beds 1 Baths Gulf Gate Manor SubDv. 34231 Zip Code
Welcome to Gulf Gate Manor, one of Sarasota's most desirable and conveniently located communities! This charming 2 bedroom 1 bath FURNISHED residence located at 2463 TERRY LN, SARASOTA, FL 34231 offers the perfect blend of comfort, affordability, and coastal lifestyle just minutes from world-famous Siesta Key Beach. Nestled in a quiet neighborhood, this home features upgraded newer hurricane impact windows, an open and inviting floor plan, spacious living areas with terrazzo floors, and abundant natural light throughout. Enjoy low-maintenance living with HOA services that include lawn care and cable, allowing more time to relax and enjoy the Florida lifestyle. The property is conveniently located near shopping, dining, entertainment, golf courses, and top-rated schools, making it ideal as a primary residence, seasonal retreat, or investment opportunity. Gulf Gate Manor is known for its friendly atmosphere, mature landscaping, and unbeatable proximity to Sarasota's beaches and cultural attractions. Don't miss this opportunity to own an affordable slice of paradise in one of Sarasota's most sought-after locations!

2463 Terry Lane, Sarasota

$399,000
2 Beds 2 Baths Gulf Gate Glen SubDv. 34231 Zip Code
Nestled within the desirable Gulf Gate Glen community, this location offers the perfect blend of convenience, recreation, and the laid-back Florida lifestyle that makes Sarasota so sought after. Residents enjoy being just minutes from the powder-soft sands of Siesta Key Beach, consistently ranked among the best beaches in the country. Whether you're spending the day boating on Sarasota Bay, exploring nearby waterfront parks, or taking in a breathtaking Gulf Coast sunset, this location places the very best of Sarasota right at your fingertips while remaining outside of a flood zone. Stepping inside, you'll immediately notice the soaring vaulted ceilings, abundant natural light, and luxury vinyl plank flooring that flows throughout the home. This well-designed floorplan offers 2 bedrooms, 2 bathrooms, and a spacious 2-car garage, creating the perfect balance of comfort and functionality. The kitchen features stainless steel appliances and overlooks a dining area, making everyday living and entertaining effortless. The owner's suite serves as a private retreat with a walk-in closet and an ensuite bathroom complete with dual sinks and a walk-in shower. French doors lead to the screened-in lanai, providing the ideal space to enjoy your morning coffee, unwind in the evenings, or entertain guests while enjoying Florida's year-round sunshine. One of the biggest advantages of living here is the everyday convenience. Gulf Gate Village is just around the corner, offering an eclectic mix of locally owned restaurants, coffee shops, bakeries, live music venues, and neighborhood bars that create a true sense of community. For shopping, dining, and entertainment, you're only a short drive from Downtown Sarasota, St. Armands Circle, and the countless cultural attractions that make Sarasota one of Florida's premier destinations. Outdoor enthusiasts will appreciate easy access to Legacy Trail, one of the area's most popular biking and walking trails stretching for miles throughout Sarasota County. Nearby parks, marinas, fishing spots, kayak launches, golf courses, tennis facilities, pickleball courts, and fitness centers provide endless opportunities to enjoy an active Florida lifestyle. Families will appreciate the proximity to highly regarded schools, while commuters benefit from quick access to US-41, making travel throughout Sarasota, Venice, and Lakewood Ranch simple and convenient. Sarasota Memorial Hospital, medical offices, grocery stores, and everyday necessities are all just minutes away. Whether you're searching for a primary residence, seasonal retreat, or investment opportunity, this exceptional Sarasota location delivers the coastal lifestyle buyers dream about. Close to world-famous beaches, vibrant dining and entertainment, outdoor recreation, and everything that makes Florida's Gulf Coast so special, schedule your showing today!

3225 Gulf Watch Court, Sarasota

$899,900
3 Beds 2 Baths Phillippi Gardens SubDv. 34231 Zip Code
Opportunities like this are becoming increasingly difficult to find. Situated on nearly half an acre along a wide, scenic stretch of Phillippi Creek, this property offers the perfect combination of waterfront living, privacy, and an unbeatable central Sarasota location. Tucked behind a fenced driveway, the classic Sarasota ranch-style home welcomes you with its timeless charm. But the true showstopper is the backyard, a sprawling park-like setting with mature trees, expansive green space, and peaceful water views that create a private retreat right in the middle of town. This solid block home has been thoughtfully updated with a 2024 metal roof, laminate flooring throughout, stainless steel appliances, recessed lighting, and fresh exterior paint. The functional floor plan features a dedicated dining area, oversized laundry room, and a spacious two-car garage. For boating and water enthusiasts, the possibilities are exceptional. Subject to permitting, there may be an opportunity to add a dock and boat lift, providing direct access to Phillippi Creek, Sarasota Bay, and ultimately the Gulf of Mexico. Enjoy kayaking, paddleboarding, fishing, wildlife viewing, or simply relaxing while watching the water drift by. Located just minutes from Siesta Key, Downtown Sarasota, shopping, dining, and everyday conveniences, this property offers a lifestyle that is increasingly hard to replicate. Whether you're looking for a waterfront residence, a property to expand and customize, or simply a unique piece of Sarasota waterfront land, this is an opportunity you won't want to mis- schedule your private showing today!

2103 Lusitania Drive, Sarasota

$689,000
4 Beds 3 Baths Sarasota Highlands SubDv. 34231 Zip Code
Welcome to your own private slice of Old Florida Charm in the heart of Sarasota. If you've been searching for a home with flexible living space for extended family, frequent guests, or a dedicated work-from-home lifestyle, this one of a kind Sarasota Highlands property offers possibilities you wont find in a traditional floor plan. This unique mid century pool home offers character, flexibility, and endless possibilities just minutes from world famous beaches, shopping, dining and entertainment. Unlike many newer homes, this thoughtfully designed layout offers multiple living areas, cedar beam ceilings, hardwood flooring, and a stunning freestanding wood burning fireplace that serves as the centerpiece of the home. The updated kitchen is equipped with granite countertops, stainless steel appliances and opens to a comfortable gathering space designed for everyday living and entertaining. The flexible floor plan includes a bonus room with a closet that can easily function as a 5th bedroom, home office, gym, or hobby space. Upstairs, you'll find a private living area that can also function as traditional primary suite with a kitchenette, two rooms with closets, a full bathroom, and a spacious loft-style den, making it ideal for multigenerational living, extended guests, or a private retreat. Outdoor living shines with 3 separate lanais, including two covered front lanais, and a large screened lanai surrounding the inground pool/spa. Relax beneath the palms, unwind in a hammock, entertain poolside, or enjoy Florida evenings in your own tropical backyard oasis. A separate shower located in the garage provides the perfect place to rinse off after a day at the beach, boating, yard work, or poolside relaxation. Major updates include an upgraded kitchen (2020), central A/C (2016), air handler (2021), water heater (2026), upstairs A/C unit (2017), pool heater (2020), pool pump (2018), termite tenting and treatment (2020), a metal roof that was resealed in 2019 and privacy fencing installed in recent years for added peace of mind. Located with no HOA and no CDD fees, this property offers room for your lifestyle while remaining just minutes from Stickney Point Rd, Siesta Key Beach, Gulf Gate, Downtown, I-75 and all kinds of shopping, dining, and entertainment.

2719 Fort Worth Street, Sarasota

$479,000
3 Beds 2 Baths Gulf Gate SubDv. 34231 Zip Code
Welcome to this stunning, fully renovated home that feels brand new from top to bottom. Featuring 3 bedrooms, 2 beautifully updated bathrooms, and a bright, open-concept floor plan, this home is perfectly designed for both comfortable everyday living and effortless entertaining. The spacious Florida room extends your living space and overlooks a large paver patio, creating the perfect setting for outdoor gatherings in the private, fully fenced backyard. Thoughtfully updated throughout, this move-in-ready home boasts new hurricane rated windows, a stylish kitchen with new appliances, fully remodeled bathrooms, tile flooring, restored terrazzo floors, a paver driveway and patio, and a whole-house water filtration system. The chef-inspired kitchen showcases white shaker-style solid wood cabinetry, elegant granite countertops, a custom tile backsplash, stainless steel appliances, a generous pantry, and a large center island with breakfast bar seating—ideal for casual dining and entertaining. Located in a highly desirable Sarasota area, you'll enjoy convenient access to shopping, dining, top-rated schools, and the vibrant cultural attractions of downtown Sarasota, including theaters, opera, and museums. Best of all, you're just minutes from world-famous Siesta Key Beach, consistently ranked among the best beaches in the country. This exceptional home combines modern updates, indoor-outdoor living, and an unbeatable location—everything today's buyers are looking for. Call for a private showing!

2920 Gulf Gate Drive, Sarasota

$585,000
3 Beds 2 Baths Forest Oaks SubDv. 34231 Zip Code
Virtually Staged. Welcome to this beautifully maintained 3BD, 2BA saltwater POOL home ideally situated on a quiet cul-de-sac in the highly desirable Forest Oaks community. Offering 1,634 square feet of living space, this inviting residence combines comfort, privacy, and the best of Florida living in one of Sarasota’s most sought-after locations. Nestled in a peaceful neighborhood with mature landscaping and minimal through traffic, this home offers a wonderful sense of privacy while remaining just minutes from Sarasota’s premier attractions. The thoughtfully designed split-bedroom floor plan provides an ideal balance of togetherness and personal space. At the heart of the home, the updated kitchen features tall soft-close cabinetry, granite countertops, newer appliances, and a natural gas stove, making it perfect for both everyday living and entertaining. The adjacent living and dining areas flow effortlessly to the covered lanai and screened saltwater pool, creating a seamless indoor-outdoor lifestyle that Florida homeowners love. The spacious primary suite serves as a private retreat, offering direct access to the lanai and pool area. The en-suite bathroom features a walk-in shower, ample vanity space and a walk-in closet with built-in organizers, providing convenient storage and everyday functionality. Two additional guest bedrooms and a well-appointed second bathroom are thoughtfully located on the opposite side of the home, ensuring comfort and privacy for family and visitors. Step outside to enjoy the beautiful saltwater pool, creating a private retreat to relax, unwind, and enjoy Florida’s year-round sunshine. The screened lanai offers a comfortable setting for morning coffee, outdoor dining, or entertaining family and friends. Updates provide added value and peace of mind, including a FULL ROOF replacement in 2018, NEW A/C (2024), and NEW WATER HEATER (2024). Hurricane preparedness is enhanced with ELECTRIC SHUTTERS on the front entry and lanai, along with manually operated shutters for the windows. NO CARPET, TILE FLOORING throughout the entire home. The home is connected to NATURAL GAS, NOT IN THE FLOOD ZONE (home located in an X Flood Zone), meaning flood insurance is typically not required by lenders. HOA fees are only $400 annually, NO CDD Location is truly exceptional. Just a short drive away you’ll find the world-famous beaches of Siesta Key Beach, upscale shopping and dining at St. Armands Circle, waterfront restaurants and marina activities at Marina Jack, as well as downtown Sarasota’s vibrant arts, dining, and cultural scene. Nearby parks, golf courses, medical facilities, and top-rated schools further enhance this outstanding location. Whether you’re looking for a year-round residence, winter getaway, or investment opportunity, this exceptional home offers the perfect combination of location, comfort, and lifestyle. Schedule your private showing today and discover everything this wonderful Forest Oaks property has to offer.

5425 Matthew Court, Sarasota

$990,000
6 Beds 6 Baths Montclair Villas SubDv. 34231 Zip Code
Montclair Villas offers a rare opportunity to own a 2007 masonry construction duplex in the Coquina Island area, just minutes from Siesta Key. The property features two spacious, two-story 3-bedroom / 2.5-bathroom units, each with an open living area, tile flooring, sliding glass doors, recessed lighting, decorative tray ceiling with crown molding, private swimming pool, screened patio, private yard, and two-car garage. Each unit also includes spacious bedrooms with decorative tray ceilings, crown molding, recessed lighting, and ceiling fans. All utilities are separately metered and paid directly by tenants, helping reduce owner-paid expenses. Additionally, each unit and the common area have separate parcel IDs, offering potential future flexibility through an individual condo sell-off strategy. Given its proximity to Siesta Key, the property may also be well-positioned for potential vacation rental use, providing multiple paths for future ownership flexibility. With quality construction, private outdoor amenities, garage parking, and a highly desirable location, Montclair Villas offers a compelling blend of residential appeal and long-term investment upside.

2119 & 2125 Montclair Drive Unit 1 & 2, Sarasota

$1,915,000
4 Beds 4 Baths Pine Bay SubDv. 34231 Zip Code
A rare opportunity within the coveted West of Trail enclave of Pine Bay, this beautifully renovated residence is nestled on a quiet dead-end street near the historic Field Club and offers the perfect blend of privacy, sophistication, and convenience. Designed for effortless Florida living, this 4-bedroom, 3.5-bath home is filled with natural light, soaring vaulted ceilings, clerestory windows, and dramatic walls of glass. Twelve sets of sliding doors blur the line between indoors and out, wrapping around a stunning screened courtyard with a heated pool and spa to create a private resort-like setting rarely found at this price point. The thoughtfully redesigned interior showcases quartz countertops, custom cabinetry, designer finishes, induction cooking, rich engineered hardwood flooring, custom built-ins, and integrated smart home technology. Every space has been curated for both comfortable daily living and elegant entertaining. Outside, mature tropical landscaping surrounds the renovated pool and spa, featuring new tile, resurfacing, 2026 pump, expanded deck areas, upgraded drainage, landscape lighting, irrigation, and a remote-controlled privacy screen, creating an extraordinary outdoor retreat for gatherings, relaxation, or movie nights under the stars. Peace of mind comes with substantial recent improvements including 2020 renovated kitchen and baths, 2020 tile roof on the main residence, Miami/Dade hurricane-rated glass and doors, 2024 Kohler whole house generator, Savant smart home system with electric blinds, whole house Puronics water purification system, seamless gutters with gutter guards, updated electrical panel, and a 3 car garage with an air conditioned bay. Just minutes from Siesta Key Beach, Downtown Sarasota, Southside Village, Sarasota Memorial Hospital, and world class dining, shopping, and cultural attractions, this exceptional West of Trail residence delivers the privacy of a hidden enclave with the convenience of Sarasota’s most desirable destinations at your doorstep.

1428 Pine Bay Drive, Sarasota

$289,900
2 Beds 2 Baths Woodside Village East SubDv. 34231 Zip Code
Recently extensively remodeled partially furnished villa just minutes from Siesta Key, surrounded by mature Old Florida landscaping in a private enclave of villa-style condos, close to Gulf Gate and US41. This inviting 2-bedroom, 2-bath condominium unit in Sarasota’s desirable Gulf Gate area, blending classic Florida charm with modern comfort. The spacious layout includes a bright Florida room, rear screened porch, and a covered carport. Recent updates feature a new modern kitchen w/ never used stainless steel appliances and solid wood cabinets, extensive millwork throughout, new door casings and interior doors, new textured/painted ceilings and walls, newer HVAC system, newer electric wiring throughout the unit, newer electric panel, new electrical outlets, and newer water heater, plus newly paved neighborhood roads. The community offers a tennis/pickleball court and a large screened-in heated swimming pool. Not in a flood zone requiring insurance, this home is available for immediate occupancy, perfect for seasonal or year-round living. Just a 5-minute drive to world-famous Siesta Key Beach and close to shopping, dining, and entertainment, it’s ideal as a permanent home, vacation retreat, or investment property.

2227 Circlewood Drive Unit 52, Sarasota

$419,990
3 Beds 2 Baths Gladstone SubDv. 34231 Zip Code
Under Construction. RED TAG SALE: $15k Your Way to use towards closing costs, special interest rates and upgrade options with the use of our preferred lender - Now through Sunday, August 2nd. The Siesta has a well-appointed kitchen that includes a large granite island and Stainless-steel kitchen appliances. Off the great room is a covered lanai that extends the living space outdoors. At the rear of the home, you will find the Bedroom 1, with a spacious walk-in closet and Bathroom 1. At the front of the home, the second bedroom and den share the second bathroom. Home and community information including pricing, included features, terms, availability and amenities are subject to change and prior sale at any time without notice or obligation.

6249 Parmeron Lane, Sarasota

$475,000
2 Beds 2 Baths Shadow Lakes SubDv. 34231 Zip Code
Your Private Sarasota Sanctuary Awaits! Tucked away in a quiet neighborhood, this beautifully updated 2-bedroom, 2-bathroom pool home perfectly blends serene seclusion with an unbeatable coastal lifestyle. Step inside to a sun-drenched, open-concept floor plan defined by elegant tile flooring, completely updated kitchen including solid surface countertops, Updated cabinetry and stainless steel appliances. Beyond the kitchen, awaits a flexible bonus sunroom that opens to the outdoors through elegant French doors. The beautifully upgraded main bathroom features a spa-like double-sink vanity. Outside, the impressive lot serves as your personal tropical oasis, boasting a sparkling screened in swimming pool equipped with a pool heater, alongside a sprawling open-air brick terrace bordered by a secure privacy fence, mature palms, and soaring bamboo. Complete with a durable metal roof and spectacular curb appeal, this move-in-ready retreat sits just minutes away from the vibrant dining and shopping of Gulf Gate and the world-famous quartz sands of Siesta Key beach. Schedule your tour today!

6233 Rockefeller Avenue, Sarasota

$159,000
1 Beds 1 Baths Baywood Colony Gdn Apts SubDv. 34231 Zip Code
Welcome to effortless Sarasota living at 5800 Hollywood Blvd—an inviting 1-bedroom, 1-bath condo ideally positioned for both comfort and convenience. This well-appointed residence offers a light and functional layout, perfect as a primary home, seasonal retreat, or investment opportunity—your chance to own a piece of paradise. Enjoy a relaxed coastal lifestyle just minutes from the world-renowned Siesta Key Beach, where powdery white sands and turquoise Gulf waters await. Everyday conveniences are at your doorstep, with an array of shopping, dining, and entertainment options nearby, creating the perfect balance of tranquility and accessibility. The interior offers a comfortable living space with a seamless flow, providing a welcoming environment to unwind or entertain. Whether you're enjoying a quiet morning or returning after a day at the beach, this residence delivers easy, low-maintenance living in a highly desirable location. An exceptional opportunity to own a piece of paradise in Sarasota at an attractive price point, close to everything that makes this area so sought after.

5800 Hollywood Boulevard Unit 112, Sarasota

$399,500
3 Beds 3 Baths Woodbridge SubDv. 34231 Zip Code
Welcome to Woodbridge Estates, where peaceful surroundings and natural beauty meet convenience and comfort. This VILLA feels like a single family home. Spacious 3-bedroom, 2 full and 1 half bath home has a large 2 car garage, offers an open floor plan with vaulted ceilings 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 HEATED 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. Gates are open 7am to 7pm daily

2644 Moss Oak Drive Unit 47, Sarasota

$207,000
1 Beds 1 Baths Baywood Colony SubDv. 34231 Zip Code
Welcome to Baywood Colony, where this beautifully maintained GROUND - FLOOR residence offers the effortless Florida lifestyle today's buyers are searching for. Whether you're looking for a full-time home, seasonal retreat, or an investment with proven rental appeal, this condo checks every box. Enjoy the convenience of a PRIVATE IN UNIT WASHER & DRYER — a rare feature within the community—as well as a private exterior storage closet that's perfect for beach chairs, bicycles, paddleboards, and all your coastal essentials. Located in FLOOD ZONE X and surrounded by some of Sarasota's most desirable destinations, you'll be just 10 MINUTES FROM SIESTA KEY BEACH, waterfront dining, shopping, and entertainment. Combined with a STRONG RENTAL HISTORY, HIGH RENTAL DEMAND, and an unbeatable location, this is a rare opportunity to own a property that delivers both an exceptional lifestyle and LONG-TERM INVESTMENT POTENTIAL.

5800 Hollywood Boulevard Unit 214, Sarasota

$219,000
1 Beds 1 Baths Strathmore Riverside SubDv. 34231 Zip Code
Fully renovated and move-in ready, this charming 1-bedroom, 1-bathroom standalone villa in the highly sought-after 55+ Strathmore Riverside Villas community is the Florida lifestyle opportunity you have been waiting for. Whether you are pursuing the snowbird dream or making the permanent move to paradise, this turnkey gem is ready for you right now. Fresh 2025 upgrades include a brand new kitchen, new flooring throughout, and new plumbing — no projects, no headaches, just move in and start living. The bright open-concept layout offers comfortable and easy living with an in-unit washer and dryer, covered carport, and attached storage room. The community is where the magic happens. Start your morning with a swim in the large heated pool maintained at a year-round 85 degrees, spend your afternoon on the fishing dock, and end your day watching the sun set over Phillippi Creek. Boating enthusiasts will love the community marina with direct access to the Intracoastal Waterway and the Gulf of Mexico — boat slips available through the association. Additional amenities include a clubhouse, fitness room, shuffleboard courts, billiards, library, and two saunas. HOA fee includes cable TV, water, sewer, exterior building and grounds maintenance, building insurance, escrow reserves, and onsite management. Conveniently located near Publix, Detwiler's Farm Market, Sarasota Memorial Hospital, Phillippi Farmhouse Market, and just minutes to world-famous Siesta Key Beach. At this price with these upgrades in this community, this one will not last long. Schedule your showing today.

5440 Riverbluff Circle Unit 87, Sarasota

$349,000
2 Beds 2 Baths Bahama Heights SubDv. 34231 Zip Code
One or more photo(s) has been virtually staged. PRICE IMPROVEMENT!! Step into this move-in ready 2-bedroom, 2-bath home just minutes from world-famous Siesta Key and downtown Sarasota with no HOA restrictions! Enjoy the ultimate Florida lifestyle with top-rated schools and restaurants all within short distance, including Riverview High School and Phillippi Shores Elementary School. The open-concept living area features beautiful hand-painted ceiling details, abundant natural light, and a warm atmosphere perfect for relaxing. Major upgrades include a 50-year metal roof (2019), upgraded windows, new hot water heater (2025), upgraded kitchen and primary bathroom, and fresh interior paint (2026). High and Dry no flood insurance required! Schedule your private showing today! Move-in ready. List agent is owner.

2654 Grand Cayman Street, Sarasota

$439,000
3 Beds 2 Baths Petrecca Terrace SubDv. 34231 Zip Code
Step into this delightful, well maintained, 3-bedroom, 2-bath, spanning over 1,700 square feet. This thoughtfully designed split floor plan offers versatile living spaces perfect for growing families, first-time buyers, or savvy investors looking for a property with incredible potential and an open floor plan. The home boasts a large one-car attached garage and an expansive carport, providing plenty of covered parking and storage options. Recent updates ensure peace of mind, including a newer roof (2023), a modern AC system (2019), and an upgraded electrical panel (2019). These key improvements mean fewer maintenance worries and more time to focus on making this home truly your own. Beyond the home’s walls, you’ll love its unbeatable location. Nestled centrally between the world-famous Siesta Key and Venice/Nokomis Beaches, you’ll enjoy easy access to sun-soaked days by the Gulf. Plus, convenience abounds with a soon-to-be-built Trader Joe's and Whole Foods nearby, alongside existing favorites like Sprouts, Target, and a variety of retail and dining options. You will also enjoy easy access to both Wharf Road Park and kayak launch and also the Vamo Drive neighborhood park Whether you're dreaming of crafting your perfect home or seeking a smart addition to your portfolio, this property is your opportunity to make it happen. Don't wait—this gem won't last long!

8824 Phyliss Avenue, Sarasota