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5633 E Long Common Court Unit 20, Sarasota

Virtual tour link in MLS is actual 3D tour, not a slideshow - please visit it! Furniture is optional with listing. Welcome to this beautifully maintained 2-bedroom, 2-bath villa located in the highly desirable Long Common enclave within The Meadows. This single-story home offers 1,264 square feet of bright, open living space, ideal for those seeking a low-maintenance Florida lifestyle. Step inside through a charming courtyard entry with a brick-paver driveway and a 2-car garage. Inside, the great room impresses with high ceilings, crown molding, and direct access to a Florida room that features a panoramic view of the pond and fairway in the distance—perfect for relaxing or entertaining year-round. The kitchen features stainless appliances, stone countertops, a cozy bay-window breakfast nook, and a convenient pass-through to the living and dining areas. A split-bedroom floor plan ensures privacy, with the primary suite offering a walk-in closet, dual sinks, and a walk-in shower. Residents of The Meadows enjoy access to three golf courses, tennis and pickleball courts, a Jr. Olympic-sized heated pool, clubhouse, fitness center, and miles of scenic walking and biking trails. The community is also ideally located near Nathan Benderson Park, the upcoming Mote Marine Aquarium, University Town Center Mall, and a wide variety of shopping, dining, and cultural attractions in downtown Sarasota.

2 Beds ⋅ 2 Baths ⋅ The Meadows SubDv. ⋅ 34235 Zip Code

Virtual tour link in MLS is actual 3D tour, not a slideshow - please visit it! Furniture is optional with listing. Welcome to this beautifully maintained 2-bedroom, 2-bath villa located in the highly desirable Long Common enclave within The Meadows. This single-story home offers 1,264 square feet of bright, open living space, ideal for those seeking a low-maintenance Florida lifestyle. Step inside through a charming courtyard entry with a brick-paver driveway and a 2-car garage. Inside, the great room impresses with high ceilings, crown molding, and direct access to a Florida room that features a panoramic view of the pond and fairway in the distance—perfect for relaxing or entertaining year-round. The kitchen features stainless appliances, stone countertops, a cozy bay-window breakfast nook, and a convenient pass-through to the living and dining areas. A split-bedroom floor plan ensures privacy, with the primary suite offering a walk-in closet, dual sinks, and a walk-in shower. Residents of The Meadows enjoy access to three golf courses, tennis and pickleball courts, a Jr. Olympic-sized heated pool, clubhouse, fitness center, and miles of scenic walking and biking trails. The community is also ideally located near Nathan Benderson Park, the upcoming Mote Marine Aquarium, University Town Center Mall, and a wide variety of shopping, dining, and cultural attractions in downtown Sarasota.

5633 E Long Common Court Unit 20, Sarasota

$264,000

Centrally located townhouse, with main bedroom on first floor, in The Meadows, one of Sarasota’s sought-after neighborhoods just 15 minutes from downtown. A canopied street and a two-car garage welcome you home. Inside you’ll be greeted by a charming atrium that fills the space with gorgeous indirect light and cathedral ceilings in the living room providing an open and airy feeling. You will love relaxing in the 20-foot screened-in lanai overlooking a tranquil and lush garden. Upstairs, you will find soaring ceilings, abundant natural light, and the other two bedrooms and a bath. All across the street from the heated community pool and a mile to all the fun The Meadows has to offer. Set on 1,600 park-like acres, The Meadows is a resort-style community just 15 minutes from downtown. Enjoy 14 miles of scenic trails and, for a low fee, access to a fitness center, Junior Olympic pool, pickleball, golf, and Har-Tru tennis. You’ll be minutes to award-winning beaches, vibrant arts and culture, Whole Foods, Trader Joe’s, Nathan Benderson Park, Mote SEA Aquarium, the future Sarasota Orchestra, and University Town Center: a favorite shopping and dining destination. A fabulous Florida lifestyle awaits. With 2022 air conditoner, 2011 shingle roof (condominium's responsibility) and above flood plain in zone X

3 Beds ⋅ 2 Baths ⋅ The Meadows SubDv. ⋅ 34235 Zip Code

Centrally located townhouse, with main bedroom on first floor, in The Meadows, one of Sarasota’s sought-after neighborhoods just 15 minutes from downtown. A canopied street and a two-car garage welcome you home. Inside you’ll be greeted by a charming atrium that fills the space with gorgeous indirect light and cathedral ceilings in the living room providing an open and airy feeling. You will love relaxing in the 20-foot screened-in lanai overlooking a tranquil and lush garden. Upstairs, you will find soaring ceilings, abundant natural light, and the other two bedrooms and a bath. All across the street from the heated community pool and a mile to all the fun The Meadows has to offer. Set on 1,600 park-like acres, The Meadows is a resort-style community just 15 minutes from downtown. Enjoy 14 miles of scenic trails and, for a low fee, access to a fitness center, Junior Olympic pool, pickleball, golf, and Har-Tru tennis. You’ll be minutes to award-winning beaches, vibrant arts and culture, Whole Foods, Trader Joe’s, Nathan Benderson Park, Mote SEA Aquarium, the future Sarasota Orchestra, and University Town Center: a favorite shopping and dining destination. A fabulous Florida lifestyle awaits. With 2022 air conditoner, 2011 shingle roof (condominium's responsibility) and above flood plain in zone X

4983 Greencroft Road Unit 181, Sarasota

5662 Long Common Circle Unit 8, Sarasota

$319,000

BRAND NEW 2.5 TON HVAC UNIT INSTALLED August 2026 with warranty! Privacy is delivered in this 2 bedroom, 2 bathroom villa, located near the end of a cul-de-sac in Long Common in The Meadows. Beginning with the newer paver driveway and sidewalk leading to the private gated courtyard, this villa lives like a single-family home, without all that exterior maintenance to worry about! Enter through the screened vestibule to find high 10-foot ceilings topped off with crown molding leading to a knock-out view through the lanai sliders to stunning long water and golf course vistas. The kitchen has an open pass-through to enjoy those beautiful views while prepping meals or enjoying breakfast at the eat in area. The original dome kitchen light has been removed and updated ceiling and new lighting just installed. The living room and dining room are light-filled and spacious for entertaining. The split plan bedrooms allow for privacy when hosting guests. The primary bedroom has sliders to the lanai, lush greenery and water views, a very large walk in closet with organizers, linen closet and ensuite bathroom with step in shower. The guest bedroom enjoys close proximity to the guest bath with shower/tub combo. A roomy inside laundry room with full size washer and dryer also provides extra storage space. The two car garage provides room for the vehicles, bikes and pool toys and has a new overhead garage door opener. This villa has had all of the plumbing repiped for peace of mind. The community pool at the front entrance to Long Common provides a lovely heated pool and pool baths. This is a great place for a cooling dip in the pool or meet up with friends and neighbors for a libation during happy hour. Tile roof is maintained by the homeowner's association and is 12 years old. Water heater 2013. HVAC 2004 with regular bi-annual maintenance and a UV light. The sliding glass doors on the lanai were just serviced with new rollers installed. The Meadows offers 24 hour security patrol for peace of mind, an oasis of walking and biking trails, private dog park, pay-to-play golf, 15 lighted Har Tru tennis courts, Jr. Olympic pool and spa, pickleball and basketball courts and a new Lifestyle and Fitness center for all residents. Minutes to neighboring University Town Center Mall for luxury shopping and dining, Nathan Benderson Park for endless recreational and water activities, a short drive to downtown Sarasota for culture and the arts, and the powder sand beaches of the Gulf of Mexico. Live the laid back Florida lifestyle in The Meadows!

2 Beds ⋅ 2 Baths ⋅ The Meadows SubDv. ⋅ 34235 Zip Code

BRAND NEW 2.5 TON HVAC UNIT INSTALLED August 2026 with warranty! Privacy is delivered in this 2 bedroom, 2 bathroom villa, located near the end of a cul-de-sac in Long Common in The Meadows. Beginning with the newer paver driveway and sidewalk leading to the private gated courtyard, this villa lives like a single-family home, without all that exterior maintenance to worry about! Enter through the screened vestibule to find high 10-foot ceilings topped off with crown molding leading to a knock-out view through the lanai sliders to stunning long water and golf course vistas. The kitchen has an open pass-through to enjoy those beautiful views while prepping meals or enjoying breakfast at the eat in area. The original dome kitchen light has been removed and updated ceiling and new lighting just installed. The living room and dining room are light-filled and spacious for entertaining. The split plan bedrooms allow for privacy when hosting guests. The primary bedroom has sliders to the lanai, lush greenery and water views, a very large walk in closet with organizers, linen closet and ensuite bathroom with step in shower. The guest bedroom enjoys close proximity to the guest bath with shower/tub combo. A roomy inside laundry room with full size washer and dryer also provides extra storage space. The two car garage provides room for the vehicles, bikes and pool toys and has a new overhead garage door opener. This villa has had all of the plumbing repiped for peace of mind. The community pool at the front entrance to Long Common provides a lovely heated pool and pool baths. This is a great place for a cooling dip in the pool or meet up with friends and neighbors for a libation during happy hour. Tile roof is maintained by the homeowner's association and is 12 years old. Water heater 2013. HVAC 2004 with regular bi-annual maintenance and a UV light. The sliding glass doors on the lanai were just serviced with new rollers installed. The Meadows offers 24 hour security patrol for peace of mind, an oasis of walking and biking trails, private dog park, pay-to-play golf, 15 lighted Har Tru tennis courts, Jr. Olympic pool and spa, pickleball and basketball courts and a new Lifestyle and Fitness center for all residents. Minutes to neighboring University Town Center Mall for luxury shopping and dining, Nathan Benderson Park for endless recreational and water activities, a short drive to downtown Sarasota for culture and the arts, and the powder sand beaches of the Gulf of Mexico. Live the laid back Florida lifestyle in The Meadows!

5662 Long Common Circle Unit 8, Sarasota

$42,000

This Tri-Par Estates lot is almost ready for your new home. Buyer is responsible for removing trailer. This home has been flooded and mold is present. Selling for land value only. This site offers a great private location with no neighbors behind you and within walking distance to the many amenities available at this great community; a large pool, spa, tiki hut, pickleball courts, fitness center, shuffleboard, miniature golf, horseshoes, and clubhouse. RV and boat storage are available. Convenient to Sarasota’s downtown, world class beaches, UTC mall, and truly minutes from the airport. Low annual fees and land ownership are two big advantages to this community.

1 Beds ⋅ 1 Baths ⋅ Tri-Par Estates SubDv. ⋅ 34234 Zip Code

This Tri-Par Estates lot is almost ready for your new home. Buyer is responsible for removing trailer. This home has been flooded and mold is present. Selling for land value only. This site offers a great private location with no neighbors behind you and within walking distance to the many amenities available at this great community; a large pool, spa, tiki hut, pickleball courts, fitness center, shuffleboard, miniature golf, horseshoes, and clubhouse. RV and boat storage are available. Convenient to Sarasota’s downtown, world class beaches, UTC mall, and truly minutes from the airport. Low annual fees and land ownership are two big advantages to this community.

4845 Boca Raton Avenue, Sarasota

$354,999

Virtually Staged. Home has an active annual lease with tenants moving in on June 15, 2026. This beautiful Key West–style courtyard home in the highly desirable gated community of Woodbrook offers exceptional value with over $35,000 in recent improvements and updated mechanicals throughout. Ideally located on a premium lot directly across from open green space, this two-story residence features a rare and versatile layout with two private en-suite bedrooms, making it ideal for guests, multi-generational living, or a dedicated work-from-home setup. The bright, open-concept main level showcases 18"x18" tile flooring throughout the living, dining, and kitchen areas, along with a well-appointed kitchen featuring Cumberland cherry wood cabinetry, solid-surface countertops, new stainless-steel appliances, a large center island, breakfast bar, and a spacious walk-in pantry. A convenient half bath and laundry closet with newer washer and dryer complete the first floor. Upstairs, both bedrooms are generously sized with full baths, including a spacious primary suite with vaulted ceilings, an oversized walk-in closet, and a private balcony overlooking peaceful green-space views; carpeting was updated in 2022. The private brick-paved courtyard offers an ideal outdoor retreat for dining, relaxing, or gardening and provides direct access to the detached two-car garage with its own A/C and additional storage. Recent upgrades include a Trane HVAC system (2024), ductwork cleaning and sealing (2025), new ceiling fans (2024), a new hot water heater (11/2025), an updated electrical panel (2026), and window seal replaced 4/26, allowing for true move-in-ready convenience. Residents of Woodbrook enjoy low HOA fees, no CDD, and access to resort-style amenities including a pool, spa, cabana, grills, playground, and park, all just minutes from UTC, Lakewood Ranch, downtown Sarasota, Nathan Benderson Park, I-75, golf, shopping, dining, St. Barbara’s, and the Gulf beaches.

2 Beds ⋅ 3 Baths ⋅ Woodbrook SubDv. ⋅ 34243 Zip Code

Virtually Staged. Home has an active annual lease with tenants moving in on June 15, 2026. This beautiful Key West–style courtyard home in the highly desirable gated community of Woodbrook offers exceptional value with over $35,000 in recent improvements and updated mechanicals throughout. Ideally located on a premium lot directly across from open green space, this two-story residence features a rare and versatile layout with two private en-suite bedrooms, making it ideal for guests, multi-generational living, or a dedicated work-from-home setup. The bright, open-concept main level showcases 18"x18" tile flooring throughout the living, dining, and kitchen areas, along with a well-appointed kitchen featuring Cumberland cherry wood cabinetry, solid-surface countertops, new stainless-steel appliances, a large center island, breakfast bar, and a spacious walk-in pantry. A convenient half bath and laundry closet with newer washer and dryer complete the first floor. Upstairs, both bedrooms are generously sized with full baths, including a spacious primary suite with vaulted ceilings, an oversized walk-in closet, and a private balcony overlooking peaceful green-space views; carpeting was updated in 2022. The private brick-paved courtyard offers an ideal outdoor retreat for dining, relaxing, or gardening and provides direct access to the detached two-car garage with its own A/C and additional storage. Recent upgrades include a Trane HVAC system (2024), ductwork cleaning and sealing (2025), new ceiling fans (2024), a new hot water heater (11/2025), an updated electrical panel (2026), and window seal replaced 4/26, allowing for true move-in-ready convenience. Residents of Woodbrook enjoy low HOA fees, no CDD, and access to resort-style amenities including a pool, spa, cabana, grills, playground, and park, all just minutes from UTC, Lakewood Ranch, downtown Sarasota, Nathan Benderson Park, I-75, golf, shopping, dining, St. Barbara’s, and the Gulf beaches.

4811 Woodbrook Drive, Sarasota

$5,495,000

Being in the same family for 75 years, this is a rare opportunity to own a stunning, nearly half-acre waterfront lot in the highly desirable Bay Point Park neighborhood of Sarasota. Situated on protected sailboat water with no bridges to the Gulf of Mexico, this unique property offers unparalleled access to the serene waters of Sarasota Bay, with breathtaking views of the iconic Ringling Bridge and the vibrant downtown Sarasota skyline. Enjoy a truly walkable lifestyle with the best of Sarasota at your doorstep. Stroll to Marie Selby Botanical Gardens, the charming shops and gourmet restaurants of downtown, the quaint Southside Village, and the renowned Morton's Gourmet Market—all just moments away. Tucked away in a tropical oasis, this secluded lot offers privacy, tranquility and convenience, providing the perfect setting for a custom-built home with sweeping waterfront views. Located in one of the most sought-after West of the Trail neighborhoods, this large waterfront parcel presents a unique opportunity to create a luxurious sanctuary in one of Sarasota's most coveted locations. Whether you’re an avid sailor or simply appreciate the beauty of coastal living, this property is your perfect canvas. Don’t miss the chance build your dream home on this exceptional slice of Sarasota paradise—where the natural beauty, luxury, and lifestyle you’ve always dreamed of can finally become a reality.

4 Beds ⋅ 3 Baths ⋅ Bay Point Park SubDv. ⋅ 34236 Zip Code

Being in the same family for 75 years, this is a rare opportunity to own a stunning, nearly half-acre waterfront lot in the highly desirable Bay Point Park neighborhood of Sarasota. Situated on protected sailboat water with no bridges to the Gulf of Mexico, this unique property offers unparalleled access to the serene waters of Sarasota Bay, with breathtaking views of the iconic Ringling Bridge and the vibrant downtown Sarasota skyline. Enjoy a truly walkable lifestyle with the best of Sarasota at your doorstep. Stroll to Marie Selby Botanical Gardens, the charming shops and gourmet restaurants of downtown, the quaint Southside Village, and the renowned Morton's Gourmet Market—all just moments away. Tucked away in a tropical oasis, this secluded lot offers privacy, tranquility and convenience, providing the perfect setting for a custom-built home with sweeping waterfront views. Located in one of the most sought-after West of the Trail neighborhoods, this large waterfront parcel presents a unique opportunity to create a luxurious sanctuary in one of Sarasota's most coveted locations. Whether you’re an avid sailor or simply appreciate the beauty of coastal living, this property is your perfect canvas. Don’t miss the chance build your dream home on this exceptional slice of Sarasota paradise—where the natural beauty, luxury, and lifestyle you’ve always dreamed of can finally become a reality.

1479 Bay Point Drive, Sarasota

3416 W Chelmsford Court Unit 2, Sarasota

$420,000

This beautiful villa sits at the end of a dead-end street, a few steps from the community pool and has stunning lake and golf course views. As you enter the walkway you are greeted by a gated entry gaining access to the front loggia that is accented with pavers and leads to your private entrance. The grand foyer is large and is the perfect space to display your art or family heirlooms. The kitchen has been professionally updated with stunning finishes and features high-end appliances. There is an office or den off the kitchen through dual pocket tiffany doors. The guest bedroom is spacious and provides a view to the front lanai. The living room and dining room provide for gracious living and entertaining allowing expansive views of the golf course and lake. Golf views are also from the primary suite with its large bathroom and walk-in closet. This home features high ceilings throughout, extensive levels of crown moldings, elegant features and finishes and is perfect for year-round living or as a wonderful getaway home for seasonal or frequent visitors.

2 Beds ⋅ 2 Baths ⋅ Chelmsford Close SubDv. ⋅ 34235 Zip Code

This beautiful villa sits at the end of a dead-end street, a few steps from the community pool and has stunning lake and golf course views. As you enter the walkway you are greeted by a gated entry gaining access to the front loggia that is accented with pavers and leads to your private entrance. The grand foyer is large and is the perfect space to display your art or family heirlooms. The kitchen has been professionally updated with stunning finishes and features high-end appliances. There is an office or den off the kitchen through dual pocket tiffany doors. The guest bedroom is spacious and provides a view to the front lanai. The living room and dining room provide for gracious living and entertaining allowing expansive views of the golf course and lake. Golf views are also from the primary suite with its large bathroom and walk-in closet. This home features high ceilings throughout, extensive levels of crown moldings, elegant features and finishes and is perfect for year-round living or as a wonderful getaway home for seasonal or frequent visitors.

3416 W Chelmsford Court Unit 2, Sarasota

$295,000

Here is an incredible opportunity to build your dream home in a picturesque setting at Cassia Skye Ranch! Preserving the natural beauty of Florida with grand old oaks, lush palms, and pristine lakes creates an ideal backdrop for anyone looking to connect with nature and enjoy the outdoors. The planned amenities, including miles of trails and parks, add even more appeal, promising a lifestyle that blends tranquility with recreation. Whether it's enjoying the serenity of the forested wetlands or exploring the diverse wildlife, this lot offers a chance to create a home that perfectly complements the surrounding environment while catering to your individual tastes and preferences.

3300 Professional Center SubDv. ⋅ 34241 Zip Code

Here is an incredible opportunity to build your dream home in a picturesque setting at Cassia Skye Ranch! Preserving the natural beauty of Florida with grand old oaks, lush palms, and pristine lakes creates an ideal backdrop for anyone looking to connect with nature and enjoy the outdoors. The planned amenities, including miles of trails and parks, add even more appeal, promising a lifestyle that blends tranquility with recreation. Whether it's enjoying the serenity of the forested wetlands or exploring the diverse wildlife, this lot offers a chance to create a home that perfectly complements the surrounding environment while catering to your individual tastes and preferences.

9260 Starry Night Avenue, Sarasota

$295,000

Here is an incredible opportunity to build your dream home in a picturesque setting at Cassia Skye Ranch! Preserving the natural beauty of Florida with grand old oaks, lush palms, and pristine lakes creates an ideal backdrop for anyone looking to connect with nature and enjoy the outdoors. The planned amenities, including miles of trails and parks, add even more appeal, promising a lifestyle that blends tranquility with recreation. Whether it's enjoying the serenity of the forested wetlands or exploring the diverse wildlife, this lot offers a chance to create a home that perfectly complements the surrounding environment while catering to your individual tastes and preferences.

Ranch Acres SubDv. ⋅ 34241 Zip Code

Here is an incredible opportunity to build your dream home in a picturesque setting at Cassia Skye Ranch! Preserving the natural beauty of Florida with grand old oaks, lush palms, and pristine lakes creates an ideal backdrop for anyone looking to connect with nature and enjoy the outdoors. The planned amenities, including miles of trails and parks, add even more appeal, promising a lifestyle that blends tranquility with recreation. Whether it's enjoying the serenity of the forested wetlands or exploring the diverse wildlife, this lot offers a chance to create a home that perfectly complements the surrounding environment while catering to your individual tastes and preferences.

9268 Starry Night Avenue, Sarasota

$599,000

Embrace the beauty and diversity of nature at The Forest at Hi Hat Ranch, a secluded enclave set amid Florida’s unspoiled countryside. This exceptional homesite spans nearly four acres of pristine, wooded land, offering a peaceful retreat surrounded by natural beauty. The Forest at Hi Hat Ranch is comprised of just 54 estate-sized homesites, ranging from 3 to 6 acres, providing a rare sense of space, privacy, and tranquility. The community features an Approved Builder Program with a distinguished selection of custom builders, including Anchor Builders, Arthur Rutenberg Homes, Lee Wetherington Homes, John Cannon Homes, Nautilus Homes, Yoder Homes, and Nutter Construction. Ideally located near shopping, dining, and Gulf Coast beaches, and situated within an A-rated school district, The Forest at Hi Hat Ranch offers the perfect blend of serene natural surroundings and modern convenience.

Forest At The Hi Hat Ranch SubDv. ⋅ 34241 Zip Code

Embrace the beauty and diversity of nature at The Forest at Hi Hat Ranch, a secluded enclave set amid Florida’s unspoiled countryside. This exceptional homesite spans nearly four acres of pristine, wooded land, offering a peaceful retreat surrounded by natural beauty. The Forest at Hi Hat Ranch is comprised of just 54 estate-sized homesites, ranging from 3 to 6 acres, providing a rare sense of space, privacy, and tranquility. The community features an Approved Builder Program with a distinguished selection of custom builders, including Anchor Builders, Arthur Rutenberg Homes, Lee Wetherington Homes, John Cannon Homes, Nautilus Homes, Yoder Homes, and Nutter Construction. Ideally located near shopping, dining, and Gulf Coast beaches, and situated within an A-rated school district, The Forest at Hi Hat Ranch offers the perfect blend of serene natural surroundings and modern convenience.

9255 Swaying Branch Road, Sarasota

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