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$194,900
2 Beds 1 Baths Sienna SubDv. 34231 Zip Code
Virtually Staged. Whether you're searching for your first home, looking to stop renting, or adding to your investment portfolio, this beautifully maintained condo offers an exceptional opportunity close to Siesta Key. Ideally located near shopping, dining, parks, and world-famous Siesta Key beach, you'll enjoy the convenience of everything you need just minutes away. This condo was completely updated in 2021 including a new kitchen, new bathroom, new flooring, new windows, new lighting, new sliding door to the balcony. AC (2021) and water heater (2021), as well. The kitchen features granite counters, stainless steel appliances, tile backsplash, contemporary cabinets and recessed lighting. Both bedrooms have custom closets with built-in shelving. The bathroom is like a spa with a washer/dryer closet for convenience. For first-time buyers, this is an affordable way to begin building equity instead of paying rent. For investors, the desirable Sarasota location and low-maintenance lifestyle make it an attractive addition to your portfolio with strong rental appeal. Whether you're looking for a place to call home or your next investment, this condo delivers outstanding value, convenience, and the Florida lifestyle you've been searching for. Schedule your private showing today!

3405 Clark Road Unit 205, Sarasota

$769,000
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

$180,000
2 Beds 2 Baths Pinewood Village SubDv. 34231 Zip Code
Virtually Staged. Delightful 2-bedroom, 2-bath condo in an unbeatable Sarasota location! Beautifully maintained and move-in ready, this spacious home is just 15 minutes from the world-famous Siesta Key Beach and the vibrant dining, shopping, and cultural attractions of Downtown Sarasota. The recently renovated kitchen offers a fresh, modern feel, while the generous floor plan provides comfort, convenience, and easy Florida living. Additional updates include a new A/C (2023) for added peace of mind. The current tenant is scheduled to move out in September 2026, making this an excellent opportunity for a first-time homebuyer looking to move right in, while also offering investors immediate rental income until then. To provide even greater peace of mind, the seller is including a one-year home warranty, paid at closing. Whether you're searching for your first home, a seasonal retreat, or a smart investment, this Sarasota gem is one you won't want to miss.

2763 Woodgate Lane Unit 211, 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

$499,000
3 Beds 2 Baths Madison Park SubDv. 34231 Zip Code
Oasis in the Heart of Sarasota Central Prime Location | 3 Bed + Den | 2 Bath | 13,800 Sq Ft Lot | Privacy | Nature in Your Front Yard If you’ve been looking for a home that feels like a private retreat yet keeps you close to everything Sarasota has to offer, this is the one. Discover a rare blend of privacy, natural beauty, and effortless Sarasota living in this move-in-ready home. Perfectly positioned on a quiet dead-end street, this secluded retreat offers a serene escape with seamless access to the very best of Florida’s Gulf Coast. Inside, hardwood floors lead to a living room with vaulted ceiling, an upgraded kitchen featuring granite countertops, quality custom made cabinetry, stainless steel appliances, and recessed lighting. The spacious primary suite opens to a private patio, creating a peaceful setting for morning coffee or evening relaxation. A new roof installed in December 2025 provides added peace of mind. Set on a generous 13,800 sq ft double lot, the property offers exceptional potential for a future pool, lush garden retreat, or outdoor entertaining space. Steps from Red Bug Slough Preserve, this home delivers a true Old Florida lifestyle with nature right at your doorstep. Red Bug Slough Preserve spans 72 acres and features more than 3 miles of paved and shaded trails through hammocks and pine flatwoods, a tranquil lake, birdwatching along the Florida Birding Trail, a butterfly garden, playground, fishing pier, and picnic shelters. Enjoy a central Sarasota's prime location with peaceful surroundings and convenient access to: Siesta Key Beach: 5 miles. Sarasota Memorial Hospital: 4.5 miles. Downtown Sarasota and the Bayfront: 6.5 miles. Whether you spend your days walking the trails, biking, birdwatching, fishing, or heading to the beach, this move-in-ready sanctuary offers an exceptional Sarasota lifestyle.

4842 Nutmeg Avenue, Sarasota

$149,777
1 Beds 1 Baths Sienna SubDv. 34231 Zip Code
Perfect condo for full-time living, seasonal getaways, or an investment opportunity at an affordable price! This charming 1-bedroom, 1-bathroom has Soft carpet flooring throughout the living/dinning area and bedroom, with tile in the entryway, kitchen, and bathroom. The kitchen offers ample storage, granite countertops and stainless appliances. This unit has a quiet balcony view, perfect for entertaining guests. This home owner has added 4 CEILING FANS, NEW CLOSET SYSTEM, NEW A/C 2025, and a NEW MOTORIZED TERRACE SCREEN. The community has a heated pool, BBQ area and a fenced around dog run. The monthly fee includes: water, sewer, trash collection, building insurance and exterior maintenance including the roof and grounds.Conveniently located near excellent shops and restaurants, this condo is just 3 miles from Crescent Beach and only 4 miles from Siesta Key Public Beach. Sarasota downtown, The Ringling Museum, Selby Gardens, St. Armands Circle, Island Park, Marina Jack's Harbor,.... are only a short drive away.

3453 Clark Unit 252, Sarasota

$289,000
Portofino On The Bay SubDv. 34231 Zip Code
Located in the highly sought-after Portofino on the Bay neighborhood in Sarasota, this cleared homesite presents a rare opportunity to build your dream home in one of the area’s most desirable coastal communities. The property has already been cleared and is ready for construction, offering a smooth and convenient start for your custom build. A builder of your choice can be selected, however plans have been made for this lot - an option of a 3,357 sq. ft. home, providing the opportunity to streamline the building process with a thoughtfully designed home. Buyers may choose to utilize the existing plans or customize them to suit their vision and lifestyle. Building plans must be approved by the board group of the community. The property is also located within the district for the highly regarded Pine View School, along with other highly rated public and private schools nearby. This private and gated neighborhood is great for boaters, offering community deeded access to the bay and a community day dock, that is available upon reservation. Enjoy direct access to the Intracoastal Waterway. Boat slips could potentially become available for purchase if a community member is selling. Located just 2 miles from downtown Sarasota, residents enjoy quick access to vibrant dining, shopping, and entertainment while still enjoying the privacy and tranquility of this waterfront-friendly community.

1740 Assisi Drive, 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

$289,900
2 Beds 2 Baths Lake Arrowhead SubDv. 34231 Zip Code
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, 1-Assigned COVERED-Carport, updated interior. Step outside and unwind in your private screened patio retreat, surrounded by lush landscaping and highlighted by a beautiful water view—the perfect backdrop for enjoying Sarasota’s year-round sunshine. The thoughtfully designed floor plan offers generous living spaces, while the kitchen is equipped with appliances updated within the last 2–5 years. Main bathroom has new flooring and Vanity. The ground-floor location provides easy access and carefree living with no stairs to navigate and its located in Flood-Zone-X. 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.

5326 Lake Arrowhead Trail Unit 7, 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

$799,000
5 Beds 4 Baths Sarasota-Venice Co Sub SubDv. 34231 Zip Code
FULLY RENOVATED TWO-HOME COMPOUND JUST MINUTES FROM SIESTA KEY BEACH! Welcome to a rare Sarasota opportunity: TWO separate residences on one oversized 0.37-acre lot, completely renovated from top to bottom and ready for its next chapter - whether that's a thriving short-term rental business, multi-generational living, or your family's primary home near the #1 beach in America. The spacious main house offers a bright, open layout with brand-new finishes throughout - new flooring, fully updated kitchen and bathrooms, fresh interior and exterior paint, and modern fixtures that give the home a clean, coastal-contemporary feel. The detached guest house features its own private entrance, full kitchen and bathroom, making it ideal for Airbnb income, visiting family, an in-law suite, or a private home office. Live in one and let the other pay your mortgage! Tucked at the end of a quiet dead-end street, you'll enjoy privacy and space with NO HOA and NO CDD - short-term rentals welcome under county zoning (buyer to verify). All of this just minutes from the powdery quartz sand of Siesta Key Beach, with Gulf Gate's shops and restaurants, Riverview High School, Costco, and downtown Sarasota's arts and dining scene a short drive away. Turn-key, income-producing potential in one of Florida's most in-demand vacation markets - opportunities like this don't last. Schedule your private showing today!

2818 Olympic Street, 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

$244,900
2 Beds 2 Baths Swifton Villas SubDv. 34231 Zip Code
Fabulous Value! This UPDATED, END-UNIT, ground floor, single-story 2 BEDROOM / 2 BATHROOM condo is perfectly situated in a desirable 55+ community. Being sold TURN-KEY FURNISHED, you can move right in and start enjoying the Florida lifestyle! Major upgrades include a wonderful kitchen complete with soft-close cabinets with pull-out shelves. You will love the bonus Florida Room! It is the perfect space for relaxing, reading or entertaining. Brand NEW full-size WASHER & DRYER. A carport adds convenience right outside your front door. Enjoy LOW CONDO FEES (only $407/mo) that INCLUDE WATER, SEWER, TRASH, BASIC CABLE, EXTERIOR MAINTENANCE AND ROOF, making carefree living a reality. Community amenities include a beautiful, heated pool and a welcoming clubhouse with an active social calendar. Located just 3 miles from Siesta Key, and easy access to shopping, dining, and more. Whether you're looking for a full-time residence or a winter retreat in the sunshine, this condo checks all the boxes. Book your showing today!

2809 Swifton Drive Unit 4, 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

$5,500,000
5 Beds 6 Baths Coral Cove SubDv. 34231 Zip Code
Perfectly positioned on approximately 130 feet of deep sailboat water, this exceptional waterfront estate offers an extraordinary opportunity to experience the very best of Sarasota’s luxury lifestyle. Encompassing over 6,100 square feet, the residence was thoughtfully designed to balance grand-scale entertaining with comfortable everyday living. A dramatic two-story living room, sweeping staircase, extensive custom millwork, and walls of glass create a sense of timeless elegance while framing breathtaking water views throughout the home. The gourmet kitchen serves as the heart of the residence, seamlessly connecting to multiple gathering spaces and opening effortlessly to the expansive waterfront terrace. Corner sliding glass doors dissolve the boundaries between indoors and out, revealing a resort-style infinity-edge pool, summer kitchen, covered entertaining areas, and sparkling bay views beyond. The luxurious primary suite is a private waterfront retreat featuring a separate dressing room, generous dual closets, and serene water vistas. Additional guest suites provide exceptional comfort and privacy for family and visitors alike. Designed for both recreation and relaxation, the home also features a private office/library, elevator access, media and game room with full bar, and a four-car split garage. Outside, the lifestyle continues with a private dock, boat lift, fishing pier, and immediate access to Sarasota Bay. Whether enjoying sunset cruises, waterfront dining, or simply relaxing poolside while watching dolphins and boats pass by, every day feels like a vacation. Rarely does a property combine this level of space, waterfront presence, boating access, and location. Just minutes from downtown Sarasota, St. Armands Circle, and the area’s renowned beaches, this is a home designed for those who expect the very best.

1541 Caribbean Drive, Sarasota

$598,000
3 Beds 2 Baths Eagles Point At The Landings SubDv. 34231 Zip Code
Experience relaxed elegance in Eagles Point at The Landings, where waterfront surroundings, vibrant amenities, and colorful sunsets create a true year-round retreat. This light and inviting second-floor corner residence offers three bedrooms, spacious living areas, all hurricane-rated windows, and an enclosed Florida room with hurricane-rated sliders and western exposure for enjoying beautiful evening skies. The open living and dining areas flow seamlessly together, while the kitchen features a granite-topped island, stainless steel appliances, and an eat-in area. The owners suite opens to the Florida room and includes a fitted walk-in closet, dual-sink vanity, soaking tub, and separate shower. Two guest bedrooms enjoy eastern exposure and morning light. Additional features include a spacious laundry room with utility sink, secure garage parking, private storage, and pet-friendly living up to 25 pounds. Eagles Point residents enjoy a private pool and grilling area, while The Landings offers gated security, a vibrant social atmosphere, Racquet Club membership included in monthlies with Har-Tru tennis, pickleball, fitness, pool and spa, library, community room, kayak storage and launch, and a scenic trail to the Intracoastal fishing pier. Whether full-time or seasonal, Unit 206 offers an exceptional opportunity to enjoy The Landings lifestyle.

5420 Eagles Point Circle Unit 206, Sarasota

$769,000
3 Beds 3 Baths Eagles Point At The Landings SubDv. 34231 Zip Code
Experience penthouse living in Eagles Point at The Landings, where expansive water views, vibrant amenities, and colorful sunsets create a true year-round retreat. This light and inviting top floor 3-bedroom residence offers spacious living areas, an additional foot of ceiling height, and an enclosed Florida room with hurricane-rated sliders and western exposure for enjoying sweeping views and beautiful evening skies. The open living and dining areas flow seamlessly together, while the kitchen features a granite-topped island, stainless steel appliances, and an eat-in area. The owner's suite opens to the Florida room and includes a fitted walk-in closet, dual-sink vanity, soaking tub, and separate shower. Two additional guest bedrooms enjoy eastern exposure and morning light, while the rare additional half bath not found in many other Eagles Point residences adds extra convenience for guests. Additional features include a spacious laundry room with utility sink, private storage, and two assigned parking spaces in the secure garage, a valuable benefit reserved for top-floor residences. Eagles Point residents enjoy a private pool and grilling area, while The Landings offers gated security, a vibrant social atmosphere, Racquet Club membership with Har-Tru tennis, pickleball, fitness, pool and spa, library, community room, kayak storage and launch, and a scenic trail to the Intracoastal fishing pier. Whether full-time or seasonal, Unit 406 offers an exceptional opportunity to enjoy penthouse views and The Landings lifestyle.

5420 Eagles Point Circle Unit 406, 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

$194,900
3 Beds 2 Baths Sienna SubDv. 34231 Zip Code
Perfect condo for full-time living, seasonal getaways, or an investment opportunity at an affordable price! This charming 3-bedroom, 2-bathroom end unit is being sold turnkey furnished. Beautiful luxury vinyl and laminate flooring throughout the living/dinning area and in all bedrooms, with tile in the entryway, kitchen, and bathrooms. The kitchen offers ample storage, stunning granite countertops, wood cabinetry, and a brand new range. The dining area boasts a built-in dry bar, perfect for entertaining guests. Water heater 2022, A/C 2023, Washer 2024, NEW ROOF! The community has a heated pool, tennis courts, BBQ area and a fenced around dog run. The monthly fee includes: water, sewer, trash collection, building insurance and exterior maintenance including the roof and grounds.Conveniently located near excellent shops and restaurants, this condo is just 3 miles from Crescent Beach and only 4 miles from Siesta Key Public Beach. Sarasota downtown, the Ringling Museum, Selby Gardens, St. Armands Circle, Island Park, Marina Jack's Harbor,.... are only a short drive away.

3469 Clark Road Unit 268, Sarasota

$595,000
4 Beds 2 Baths Riverwood Pines SubDv. 34231 Zip Code
Welcome to this beautiful 4-bedroom, 2-bath pool home featuring an open-concept layout and numerous recent updates, including new flooring and a newer roof. This move-in-ready property offers a maintenance-free yard and is situated on a spacious oversized cul-de-sac lot with ample parking space for your cars, boats, toys, and guests. The home also features an oversized 2-car garage, a gorgeous dining area, and is being sold fully furnished, making it ideal as a primary residence, second home, or investment property. Located in a highly desirable school zone, this home is only a 12-minute drive to Siesta Key Beach, close to shopping and dining, and just 4.5 miles from Downtown Sarasota. With no HOA or CDD fees and no rental restrictions, this property offers endless flexibility and an incredible opportunity to enjoy the Florida coastal lifestyle. Bring your toys and start living the Florida dream today!

2315 Riverwood Pines Drive, Sarasota

$419,000
2 Beds 2 Baths Castel Del Mare SubDv. 34231 Zip Code
Fully Remodeled Coastal Retreat – Move-In Ready & Just Steps from the Water! You must see this completely renovated, first-floor condo in beautiful Sarasota—offering effortless coastal living with a partial view of Little Sarasota Bay and just a short walk to the beach! This fully furnished, turn-key unit was completely gutted and redesigned in 2025, featuring high-end finishes and modern upgrades throughout. From the moment you walk in, you’ll notice the attention to detail as everything is brand new! Interior Highlights: Luxury LVP flooring throughout Brand new kitchen cabinets & stone countertops Brand new appliances Stylish modern light fixtures Spacious master bedroom with walk-in closet and door to screened in porch Master bath with stand-up shower & glass surround New vanities and toilets in both bathrooms New water heater Beautiful screened-in patio with new tile flooring Brand new hurricane proof sliding glass door to patio and windows throughout the unit Step outside your door and enjoy the convenience of ground-floor living in building 3, with tennis and pickle-ball courts just steps away. Community Amenities Include: 2 swimming pools Tennis & pickle-ball courts Shuffleboard court Fishing pier/gazebo on the Intracoastal waterway Sidewalks throughout community Clubhouse On-site property management Community laundry facilities Located directly on the Intracoastal Waterway and only a few blocks from the beach, this condo offers the perfect blend of relaxation, recreation, and convenience. Whether you're looking for a primary residence, vacation getaway, or investment opportunity, this one checks all the boxes. Don’t miss your chance to own a brand-new coastal condo in one of Sarasota’s most desirable locations!

1624 Stickney Point Road Unit 101, 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