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505 S Orange Avenue Unit 301, Sarasota
$1,449,000
3 Beds ⋅ 4 Baths ⋅ Kanaya SubDv. ⋅ 34236 Zip Code
Welcome to KANAYA, where Luxury, Lifestyle, and Location come together in one of Sarasota’s most desirable Boutique Condominium Residences. This exceptional building offers the privacy and exclusivity of only 32 residences within 15 floors, creating an intimate community with impressive amenities, attentive management, and friendly neighbors. For buyers seeking a downtown Sarasota condominium with strong financials, a well-funded association, and a successfully completed milestone inspection with outstanding results, this is a rare opportunity. Located on the third floor and directly on the amenity level, this remarkable end-unit residence offers approximately 3,003 square feet of elegant living space, featuring three bedrooms, three-and-a-half bathrooms, a private office/den/study, two terraces, and an extraordinary 1,075-square-foot private owner’s patio available exclusively to this residence. The beautifully appointed kitchen showcases a stainless-steel KitchenAid appliance suite, granite countertops, and a spacious walk-in pantry. The luxurious primary suite includes a private 13’ x 10’ study, a corner bedroom with northern and western exposures, direct access to the expansive balcony, and a spa-inspired bathroom featuring a soaking tub, separate shower with transom window, water closet, dual vanities, and a custom-built walk-in closet. Two additional ensuite bedrooms are located on the opposite side of the residence, each offering private baths and balcony access. Additional features include a formal foyer, powder room, crown molding, wet bar, large laundry room with cabinetry and utility sink, abundant storage, and modern impact-resistant glass windows and doors throughout. Residents enjoy an impressive array of amenities, including a stunning 16th-floor rooftop terrace with entertainment areas, lounge seating, and breathtaking views of downtown Sarasota, holiday fireworks, Sarasota Bay, the barrier islands, and the iconic bridges. Additional amenities include a 65-foot heated pool, expansive sun deck, shower and sauna, yoga room, fitness center, and clubhouse with kitchen. This residence includes two side-by-side assigned parking spaces in the secure garage, the option for electric vehicle charging, three private storage units, and access to community bicycle storage. The KANAYA has recently completed extensive exterior maintenance, including sealing, caulking, and painting within the past two years, and benefits from impact glass throughout plus a backup generator providing partial building power during outages. With two full-time superintendents on-site and a proactive association, KANAYA represents exceptional downtown Sarasota living. Offered at $1,449,000, this extraordinary residence delivers a rare combination of space, privacy, luxury, and peace of mind in the heart of Sarasota.

505 S Orange Avenue Unit 301, Sarasota

2960 Sandringham Place, Sarasota
$495,000
3 Beds ⋅ 2 Baths ⋅ The Meadows SubDv. ⋅ 34235 Zip Code
Absolute stunner and an exceptional value. This fully remodeled (2025) 3-bedroom, 2-bath, 2-car garage home in The Meadows offers 2,205 sq. ft. of beautifully updated living space on just under a 1/3 of an acre (0.30-acre) lot. The property features an open, split-bedroom floor plan with 10-foot ceilings and a soaring cathedral ceiling in the great room. The brand-new kitchen includes stainless steel appliances, quartz countertops, new cabinetry, and updated lighting. Both bathrooms have been fully renovated with new tile, faucets, finishes, and fixtures. Additional upgrades include new laminate wood flooring throughout and fresh interior paint. The home offers a large living room with a fireplace, a formal dining room, and a spacious primary suite with an oversized walk-in closet, dual sinks, a large walk-in shower, and a stand-alone soaking tub. A 252 sq. ft. air-conditioned Florida room, a generous utility room with a sink, and an oversized garage provide added versatility and convenience. Enjoy a maintenance-free lifestyle with an HOA that covers landscaping, lawn care, irrigation, power washing, tree trimming, and exterior paint. The property is located in Flood Zone X, meaning flood insurance is not required—an excellent advantage for buyers. The Meadows is a highly sought-after, park-like community featuring extensive amenities, including social activities, miles of nature trails, three golf courses, 15 lighted tennis courts, pickleball and basketball courts, a new Lifestyle and Wellness Center, a Jr. Olympic pool and spa, and protected nature preserves. A professional, 24-hour vehicle-based security patrol provides added peace of mind. Ideally situated just minutes from the University Town Center Mall, boutique shopping and dining, Nathan Benderson Park, downtown Sarasota, and world-class Gulf beaches.

2960 Sandringham Place, Sarasota

5300 Hyland Hills Avenue Unit U2016, Sarasota
$274,000
2 Beds ⋅ 2 Baths ⋅ Heritage Oaks Golf & Country Club SubDv. ⋅ 34241 Zip Code
This is a first floor, corner unit ABBEY floor plan: the largest of the Veranda Condos at 1684 square feet overlooking the green of the Signature 14th Island Hole. In addition to the standard floor plan, this unit has a wet bar in the Living Room and a built in desk/bookcase/ computer unit in the Den and is offered fully turnkey furnished, just waiting for exactly the right person to come along and upgrade with their own personal touch - a blank slate to make your designer alter ego come to fruition. it's all about Location, Location, Location and in a gated golfing community. Heritage Oaks Golf and Country Club is a 500 acre, Audubon Certified community which features an 18-hole, Azinger-Lewis designed championship golf course, complemented by a Master's style Pro Shop. The recently remodeled clubhouse features the expanded 19th Hole Bar & Grille with several other smaller dining rooms for private parties, a multi-use room, card room, and an outdoor Al Fresco dining area. In addition, the club's extensive amenities include 4 Har-Tru surface, lighted tennis courts, a newly remodeled equipped fitness facility staffed by a full-time director and guest instructors who provide numerous classes. There are five pools, including the main, Jr Olympic pool and Spa, disbursed throughout the community. The condo's one car detached garage, in addition to the car or golf cart, has some extra storage space. Driving to the other venues, Sarasota is usually within twenty minutes: the Siesta Key beach, the downtown area, the Ringling Bridge to St. Armand's Circle, Longboat Key, and Anna Maria Island; Venice to the south and talc, sandy beaches along the entire coastline. This is not just a house on the street: Heritage Oaks has an active lifestyle with a plethora of physical amenities, but also many social activities in which to participate. Come join un in Sunny Sarasota and live the country club experience.

5300 Hyland Hills Avenue Unit U2016, Sarasota

3097 Willow Green Unit 32, Sarasota
$268,000
3 Beds ⋅ 3 Baths ⋅ Willow Green SubDv. ⋅ 34235 Zip Code
Welcome to the Willow Green in THE MEADOWS, Rarely available and beautifully located, this spacious 3 Bedroom 2 Bath residence offers a peaceful Sarasota lifestyle in one of the areas most sought after communities. Featuring cathedral ceilings, formal dining room area, and a large primary suite walk in closest, the home provides comfort and style. The upper loft area opens to a private rooftop patio, perfect for enjoying morning coffee of Florida Sunsets. Optional furnishing available for move in ready home or vacation getaway. Covered parking is included for connivences. The Meadows Country Club Feature new management Benderson Dev along side golf, tennis, pickleball, fitness facilities, swimming pools, and vibrant social activities. Just minutes to University Town Center Mall (UTC) Downtown Sarasota, award winning beaches, and an incredible variety of restaurants and entertainment. Enjoy the private pool exclusively for Willow Green Residences - your own slice of paradise awaits.

3097 Willow Green Unit 32, Sarasota

6103 Clubside Drive Unit 6103, Sarasota
$349,900
3 Beds ⋅ 2 Baths ⋅ Clubside At Palm-Aire SubDv. ⋅ 34243 Zip Code
Welcome to this updated residence in Clubside at Palm-Aire. Offering three bedrooms, two baths and spans 1,751 square feet under air. An under-air Florida room overlooking the golf course extends the great room living space, creating a versatile area for relaxation or entertaining. This home has been fully updated to include impact-rated hurricane windows and doors, and the beautiful guest bath with modern finishes is delightful. The owner’s suite includes an en-suite bath with dual sinks, a glass-tiled walk-in shower and a spacious walk-in closet with custom closet and an adjacent room overlooking the golf course, can be used as an office, or serve as a peaceful retreat. The oversized one-car garage features custom cabinetry and an upgraded speckled epoxy floor. Clubside at Palm-Aire is an active community with a pool. Though the community is set along the Palm-Aire Country Club golf course, membership is optional. The location is just minutes from University Town Center, Sarasota-Bradenton International Airport, downtown Sarasota and Lido Key Beach. Owner put nearly $200K in improvements and upgrades in this home. List provided upon request.

6103 Clubside Drive Unit 6103, Sarasota

3244 Ringwood Meadow Unit 77, Sarasota
$299,000
2 Beds ⋅ 2 Baths ⋅ The Meadows SubDv. ⋅ 34235 Zip Code
Price Reduced! Lovely location on a cul-de-sac of swaying palms, Papillon consists of private enclaves of maintenance-free villas in The Meadows. You will be greeted by a paver sidewalk leading to the front entry with sidelight. Upon entry, wood flooring from the living room and dining room flow to form a cohesive foundation. The kitchen has a breakfast nook or space for cozy family dining. The living room with high ceilings leads to a wall of sliders opening onto a spacious glassed-in lanai offering you gorgeous water views framed by mossy Live Oak trees. The lanai floor was raised to allow flow from the living room and expands the living space and peaceful views. A fireplace with convenient electric insert provides ambiance on those cooler evenings. The spacious primary bedroom features an ensuite bathroom featuring split dual sinks, shower/tub combo, and ample walk-in closet. The guest bedroom is large and just steps away from the guest bathroom with shower/tub combo. A laundry closet houses the full-size washer and dryer and extra storage. Two car garage with extra depth for storage or workbench space and water heater 2017. Peace of mind with block construction and new tile roof 2012, exterior painted, new downspouts and window shutters, HVAC 2017. Above flood plain in zone x. Enjoy the most delightful resort-style heated community pool just steps away on its own private island for a quick dip or meet neighbors for an outdoor happy hour. Walk to The Meadows Shopping Village for restaurants, new neighborhood bar and restaurants , hair salon, massage therapist, and other convenient services. Papillon HOA has fully-funded reserves and takes pride in a well-managed neighborhood. Live in a friendly and very active community with 24 hour safety patrol and enjoy the carefree Florida lifestyle! The Meadows offers pay-to-play golf, a highly regarded tennis complex with 15 lighted Har-Tru courts, Jr. Olympic swimming pool with spa, private dog park, basketball, new fitness center, and 10 new pickleball courts. All located within 1,650 acres of tropical mature landscaping with miles of trails, wildlife preserves and over 80 lakes and ponds, while convenient to all that Sarasota offers! Minutes to luxury shopping and dining at UTC Mall, Mote SEA, Nathan Benderson Park for water sports and miles of recreational opportunities, downtown Sarasota for art and cultural activities and world class Gulf beaches.

3244 Ringwood Meadow Unit 77, Sarasota

4983 Greencroft Road Unit 181, Sarasota
$264,000
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
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

4811 Woodbrook Drive, Sarasota
$354,999
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

3416 W Chelmsford Court Unit 2, Sarasota
$420,000
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

3739 Caledonia Lane, Sarasota
$2,999,000
3 Beds ⋅ 5 Baths ⋅ Founders Club SubDv. ⋅ 34240 Zip Code
Enjoy life in the private gated community of The Founders Club, encompassing 700 total acres with only 262 home sites. The Cameron, London Bay's last NEW CONSTRUCTION luxury home in TFC, overlooks a stunning view of the community's private Robert Trent jones, Jr. championship golf course. The Founders Club is minutes from University Town Center and many fine dining and shopping choices. Featuring 3,323 sq. ft. of living space, the model showcases London Bay's latest designs. Clean line architectural styling and details highlight an expanded outdoor destination and an open floor plan. The great room and dining area's 10 ft. sliding glass doors floor to an alfresco space, which offers living and dining areas, an outdoor kitchen with remote controlled bug screens, a fire pit, a lavish pool and spa, as well as a terrace surrounded by lush landscape. The master suite offers two walk-in closets and provides an additional private access to the pool terrace via a French door. Adjoining the master bedroom is a luxurious and spacious bathroom with dual vanities and a custom, all glass shower. The Cameron has 4,830 total under roof square feet, including a three-car garage. This home has many upgrades. THE PURCHASE OF A SIGNATURE GOLF MEMBERSHIP IS REQUIRED FOR PURCHASE OF THIS HOME.

3739 Caledonia Lane, Sarasota

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