Homes in ZIP Code 34229

/53
$1,100,000
- 5 Beds
- 3 Baths
- 3,912 Sq Ft
674 Clear Creek Dr, Osprey, FL 34229

Looking for a house within #1 US public school within a short distance? Discover this expansive 5-bedroom, 3-bathroom home with an oversized flex room, office, and almost 4,000 sq. ft. of living space, perfectly situated on a 9,017 sq. ft. lot. Recent upgrades provide peace of mind and modern comfort, including a new tile roof (2025), HVAC units (2019 & 2023), a new water heater (2022), fresh

Arkadiy Abdurakhmanov

United Realty Group Inc.

(941) 390-3801

674 Clear Creek Dr, Osprey, FL 34229
/36
$1,800

Total Monthly Price
- 2 Beds
- 2 Baths
- 1,100 Sq Ft
- Condo for Rent
1847 Highland Rd Unit 1839 Highland Rd, Osprey, FL 34229

Spacious Duplex Villa with community pool in a great area. Close to beaches, shopping & restaurants. Right across Oscar Scherer State Park. Shoreland Park is down the street, where you can launch your kayak.

1847 Highland Rd Unit 1839 Highland Rd, Osprey, FL 34229
/2
$727,500 Sold Feb 12, 2026

260 Hidden Bay Dr Unit B 305, Osprey, FL 34229
- 3 Beds
- 2.5 Baths
- 2,168 Sq Ft
- Built 2019
Last Sold Summary
- 17% Below List Price
- $336/SF
- 257 Days On Market
Current Estimated Value $743,234

Last Listing Agent Cathy Rustin FIRST LIGHT REAL ESTATE

260 Hidden Bay Dr Unit B 305, Osprey, FL 34229

/98
Est $719,858 Not Listed For Sale

250 Hidden Bay Dr Unit A504, Osprey, FL 34229
- 3 Beds
- 2.5 Baths
- 2,168 Sq Ft
- Built 2017
250 Hidden Bay Dr Unit A504, Osprey, FL 34229

Last Sold Summary
- 17% Below List Price
- $399/SF
- 38 Days On Market
- Last Sold Price $865,000
- Jun 29, 2023
Last Listing Agent Frank Koziel, P.A. COLDWELL BANKER REALTY

/43
$849,000 Pending
- 3 Beds
- 3 Baths
- 2,630 Sq Ft
6100 Jessie Harbor Dr Unit 603, Osprey, FL 34229

Under contract-accepting backup offers. Enjoy sweeping Intercoastal water views with glimpses of the Gulf from this beautifully upgraded top-floor, end-unit residence filled with natural light, privacy, & coastal elegance. The interior features Luxury vinyl plank flooring, plantation shutters, crown molding, and higher ceilings unique to the top floor. The chef’s kitchen offers Bosch and JennAir

Andrea Stultz

ENGEL + VOELKERS SARASOTA

(941) 883-9484

6100 Jessie Harbor Dr Unit 603, Osprey, FL 34229
/36
$3,795 Per Month
- 3 Beds
- 2.5 Baths
- 2,168 Sq Ft
- Condo for Rent
280 Hidden Bay Dr Unit 201, Osprey, FL 34229

Be the first to live in this brand-new stunning condo in the community of Edgewater at Hidden Bay! Sorry, no pets for renters. The kitchen features a sleek and modern look, equipped with stainless steel appliances, including a refrigerator, microwave, stove, and dishwasher, paired with solid wood cabinetry and elegant quartz countertops, creating an ideal space for both everyday living and

Nancy Guerrero PMI SOUTHWEST FLORIDA

280 Hidden Bay Dr Unit 201, Osprey, FL 34229
/2
$1,750,000 Sold Oct 27, 2025

627 N MacEwen Dr, Osprey, FL 34229
- 4 Beds
- 4.5 Baths
- 3,857 Sq Ft
- Built 2000
Last Sold Summary
- 10% Below List Price
- $454/SF
- 1 Day On Market
Current Estimated Value $1,748,618

Last Listing Agent Mark Lyda GENEROUS PROPERTY

627 N MacEwen Dr, Osprey, FL 34229

/50
Est $1,086,362 Not Listed For Sale

3973 Waypoint Ave, Osprey, FL 34229
- 3 Beds
- 3 Baths
- 2,377 Sq Ft
- Built 2018
3973 Waypoint Ave, Osprey, FL 34229

Last Sold Summary
- 3% Above List Price
- $442/SF
- 84 Days On Market
- Last Sold Price $1,050,000
- Apr 01, 2024
Last Listing Agent Carlo Costantini DAVE JONES REALTY, LLC

/20
$190,000
- Land
- 20,908 Sq Ft
- $395,833 per Acre
14 Old Venice Rd, Osprey, FL 34229

**Pine View School** NO HOA** Custom House-Separate Guest House- Separate RV/Boat** Discover an exceptional opportunity to create your custom dream home in the heart of Osprey — one of Sarasota County’s most desirable coastal communities. This buildable vacant homesite offers the perfect canvas to design a private retreat tailored to your lifestyle, all while enjoying the charm, convenience, and

Mousa Wakileh

COLDWELL BANKER REALTY

(941) 770-3716

14 Old Venice Rd, Osprey, FL 34229
/18
$1,850

Total Monthly Price
- 2 Beds
- 1 Bath
- 950 Sq Ft
- House for Rent
455 Pennsylvania Ave, Osprey, FL 34229

Fully Furnished 2BR/1BA Turnkey Home in Osprey, FLUnique, peaceful property with native wildflower garden, beach gear, and old-Florida charm. Located in the quiet fishing village of Osprey, this FULLY FURNISHED home includes:•Upgraded kitchen with stainless steel appliances, granite counters, and all essentials•New washer/dryer•Enclosed lanai•High-speed WiFi, water, sewer,

455 Pennsylvania Ave, Osprey, FL 34229
/2
$650,000 Sold Jul 03, 2025

236 Hidden Bay Dr Unit 301, Osprey, FL 34229
- 3 Beds
- 3 Baths
- 2,100 Sq Ft
- Built 1997
Last Sold Summary
- 13% Below List Price
- $310/SF
- 246 Days On Market
Current Estimated Value $639,169

Last Listing Agent Linda Scheller COLDWELL BANKER REALTY

236 Hidden Bay Dr Unit 301, Osprey, FL 34229

/53
Est $615,801 Not Listed For Sale

4421 Conchfish Ln, Osprey, FL 34229
- 3 Beds
- 2 Baths
- 2,133 Sq Ft
- Built 2017
4421 Conchfish Ln, Osprey, FL 34229

Last Sold Summary
- 1% Above List Price
- $286/SF
- 38 Days On Market
- Last Sold Price $610,000
- Nov 23, 2023
Last Listing Agent Rory McDonald PREFERRED SHORE LLC

/75
$1,950,000
- 4 Beds
- 5.5 Baths
- 4,346 Sq Ft
538 Dove Pointe, Osprey, FL 34229

**ELEGANT UPDATED RESIDENCE IN THE OAKS | MODERN COMFORT ON A .83-ACRE CORNER LOT** Welcome to 538 Dove Pointe, an exceptional residence in the secure and gated Oaks Country Club community in Osprey, Florida. Set on a generous .83-acre elevated lot, this beautifully landscaped property offers the perfect combination of privacy, sophistication, and modern comfort. Built in 2002, this newer home

Mark Lyda GENEROUS PROPERTY

538 Dove Pointe, Osprey, FL 34229
/38
$4,800 Per Month
- 4 Beds
- 3 Baths
- 2,290 Sq Ft
- House for Rent
956 Scherer Way, Osprey, FL 34229

Stunning 4-bedroom, fully furnished pool home backing directly to the tropical preserve of Oscar Scherer State Park in the highly desirable Woodlands at Rivendell. Enjoy privacy, serene views, and resort-style living within a beautifully maintained community featuring 400+ acres of lakes, walking trails, playground, and heated community pool. Prime location — walking distance to Pine View School

Chantelle Edalgo EXIT KING REALTY

956 Scherer Way, Osprey, FL 34229
/2
$1,495,000 Sold Apr 14, 2026

554 Dove Pointe, Osprey, FL 34229
- 4 Beds
- 3.5 Baths
- 3,501 Sq Ft
- Built 2002
Last Sold Summary
- $427/SF
- 2 Days On Market
Current Estimated Value $1,552,512

Last Listing Agent Roger Pettingell COLDWELL BANKER REALTY

554 Dove Pointe, Osprey, FL 34229

/15
Est $747,833 Not Listed For Sale

148 Osprey Point Dr, Osprey, FL 34229
148 Osprey Point Dr, Osprey, FL 34229

Last Sold Summary
- 7% Below List Price
- 375 Days On Market
- Last Sold Price $800,000
- Jun 28, 2024
Last Listing Agent Lisa Napolitano DOUGLAS ELLIMAN

/52
$2,100,000
- 4 Beds
- 3.5 Baths
- 3,768 Sq Ft
448 E MacEwen Dr, Osprey, FL 34229

**IMPRESSIVE GOLF COURSE ESTATE IN THE HIGHLY SOUGHT-AFTER OAKS COUNTRY CLUB** Situated on an oversized 0.59-acre lot, this exceptional, meticulously-maintained residence features many upgrades and offers breathtaking garden and golf course views in a private, serene setting. Impressive curb appeal and beautifully manicured landscaping welcome you into a beautifully appointed home featuring 4

Mark Lyda GENEROUS PROPERTY

448 E MacEwen Dr, Osprey, FL 34229
/46
$14,000 Per Month
- 4 Beds
- 6 Baths
- 9,081 Sq Ft
- House for Rent
854 MacEwen Dr, Osprey, FL 34229

Set on a quiet private cul-de-sac in The Oaks, this beautifully revitalized estate embodies the elegance of refined Florida living. Bright, open interiors and thoughtful updates create a welcoming flow from the chefs kitchen through the main living areas and out to the lanai, where sweeping golf course views frame the heated pool, spa, and fully equipped outdoor kitchen perfect for year-round

854 MacEwen Dr, Osprey, FL 34229
/2
$163,000 Sold Mar 06, 2026

334 Tropic Dr, Osprey, FL 34229
- 2 Beds
- 2 Baths
- 1,143 Sq Ft
- Built 1978
Last Sold Summary
- 7% Below List Price
- $143/SF
- 2 Days On Market
Last Listing Agent Laura Guess-Fox COLDWELL BANKER REALTY

334 Tropic Dr, Osprey, FL 34229

/41
Est $1,155,635 Not Listed For Sale

3932 Waypoint Ave, Osprey, FL 34229
- 3 Beds
- 3 Baths
- 2,416 Sq Ft
- Built 2017
3932 Waypoint Ave, Osprey, FL 34229

Last Sold Summary
- 15% Below List Price
- $566/SF
- 11 Days On Market
- Last Sold Price $1,367,500
- Aug 31, 2023
Last Listing Agent Larry Brzostek RE/MAX

/62
$850,000
- 2 Beds
- 2 Baths
- 2,310 Sq Ft
13 Bayhead Ln, Osprey, FL 34229

**IMPRESSIVE, MOVE-IN READY, POOL HOME in the Secure and Coveted OAKS PRESERVE, MAINTENANCE-FREE COMMUNITY** This residence boasts an open floor plan that is ideal for entertaining, along with a screened and spacious outdoor pool area that provides privacy and overlooks a nature preserve. Recent updates include a new kitchen, bathrooms, flooring, fans, a four-year-old roof, a newly pavered

Mark Lyda GENEROUS PROPERTY

13 Bayhead Ln, Osprey, FL 34229
/21
$2,300 Per Month
- 2 Beds
- 2 Baths
- 1,244 Sq Ft
- Property for Rent
184 Explorer Dr Unit 184, Osprey, FL 34229

Property available for $2300 from April 1,2024 till November 30,2024. Tenant pays electricity and internet. Available for season 2024/2025 for $4500. If you are looking for the perfect Florida lifestyle, this is it. Conveniently located between Sarasota and Venice with #1 Siesta Key beach close by, this darling two-bedroom, two-bath, impeccably maintained, property move-in ready. Located on the

Claudia Dybala DALTON WADE INC

184 Explorer Dr Unit 184, Osprey, FL 34229
/2
$1,065,000 Sold Feb 20, 2026

1235 Yacht Harbor Dr, Osprey, FL 34229
- 3 Beds
- 3 Baths
- 2,698 Sq Ft
- Built 1984
Last Sold Summary
- 9% Below List Price
- $395/SF
- 30 Days On Market
Current Estimated Value $1,072,229

Last Listing Agent Pat Williams PAT WILLIAMS REALTY, LLC

1235 Yacht Harbor Dr, Osprey, FL 34229

/2
Est $743,774 Not Listed For Sale

402 Pine Ranch Rd E, Osprey, FL 34229
- 3 Beds
- 3.5 Baths
- 2,887 Sq Ft
- Built 1995
402 Pine Ranch Rd E, Osprey, FL 34229

Last Sold Summary
- 24% Above List Price
- $208/SF
- 24 Days On Market
- Last Sold Price $600,000
- Apr 18, 2025
Last Listing Agent Ronnie Caron CARON REALTY INC

/61
$1,395,000
- 3 Beds
- 3 Baths
- 2,545 Sq Ft
3603 N Point Rd Unit 702, Osprey, FL 34229

**MAGNIFICENT VIEW from this 7th FLOOR, PENTHOUSE CONDO** Offering 3 EN SUITE BEDROOMS, 3 FULL BATHS and a treasured PRIVATE 2-CAR GARAGE! Located behind the gates of the highly sought after Oaks-Preserve, country club neighborhood in the Newest Meridian Condo Tower (Built in 2007 and featuring Hurricane Impact rated Windows and Sliding Doors). As you emerge from your private elevator foyer

Mark Lyda GENEROUS PROPERTY

3603 N Point Rd Unit 702, Osprey, FL 34229
/27
$2,599 Per Month
- 2 Beds
- 2 Baths
- 1,500 Sq Ft
- Blackburn Bay Condos
2090 S Tamiami Trail Unit 303, Osprey, FL 34229

2090 S Tamiami Trail Unit 303, Osprey, FL 34229
/2
$4,000,000 Sold Apr 09, 2026

854 N Casey Key Rd, Osprey, FL 34229
- 4 Beds
- 4 Baths
- 3,462 Sq Ft
- Built 1975
Last Sold Summary
- 16% Below List Price
- $1,155/SF
- 27 Days On Market
Last Listing Agent Charles Ruck POTTER TRINITY

854 N Casey Key Rd, Osprey, FL 34229

/67
Est $585,714 Not Listed For Sale

52 Bishops Court Rd Unit 113, Osprey, FL 34229
- 2 Beds
- 2.5 Baths
- 1,890 Sq Ft
- Built 1984
52 Bishops Court Rd Unit 113, Osprey, FL 34229

Last Sold Summary
- 1% Above List Price
- $307/SF
- 37 Days On Market
- Last Sold Price $580,000
- Jun 09, 2023
Last Listing Agent Rosalie Phillips Michael Saunders

/63
$1,250,000
- 3 Beds
- 3 Baths
- 2,594 Sq Ft
409 N Point Rd Unit 601, Osprey, FL 34229

**FANTASTIC GULF AND BAY VIEWS FROM THIS UPDATED 6TH-FLOOR CORNER RESIDENCE** This spacious, light-filled corner unit offers nearly 2,600 sq. ft. of living space and features 3 bedrooms plus a study/den, 3 full baths, two elevator banks, two assigned second-level parking spaces, and climate-controlled storage. Located behind the secure gates of The Oaks Preserve Country Club, this residence

Mark Lyda GENEROUS PROPERTY

409 N Point Rd Unit 601, Osprey, FL 34229
/42
$5,900 Per Month
- 3 Beds
- 3 Baths
- 2,545 Sq Ft
- Condo for Rent
3603 N Point Rd Unit 602, Osprey, FL 34229

**FURNISHED, 3-BED / 3-FULL BATH, Over 2500sf CONDO with FANTASTIC VIEW** features an Open Floorplan and is located behind the Secure Gates of the highly sought after Oaks-Preserve, Country Club neighborhood. As you emerge from your private elevator lobby, you will be enthralled by the Spacious interior which boasts beautiful Crown Moldings, Hardwood Floors, a well-equipped Kitchen with granite

Mark Lyda GENEROUS PROPERTY

3603 N Point Rd Unit 602, Osprey, FL 34229
/2
$155,000 Sold Apr 14, 2026

316 Tropic Dr, Osprey, FL 34229
- 2 Beds
- 2 Baths
- 1,151 Sq Ft
- Built 1979
Last Sold Summary
- 16% Below List Price
- $135/SF
- 36 Days On Market
Last Listing Agent Karen Geiger COLDWELL BANKER SARASOTA CENT.

316 Tropic Dr, Osprey, FL 34229

/2
Est $257,396 Not Listed For Sale

51 MacEwen Dr Unit 20, Osprey, FL 34229
- 1 Bed
- 1 Bath
- 623 Sq Ft
- Built 1990
51 MacEwen Dr Unit 20, Osprey, FL 34229

Last Sold Summary
- 21% Below List Price
- $522/SF
- 0 Days On Market
- Last Sold Price $325,000
- Jan 17, 2025
Last Listing Agent Mark Lyda GENEROUS PROPERTY

/43
$875,000
- 3 Beds
- 2 Baths
- 2,188 Sq Ft
599 Pine Ranch Rd E, Osprey, FL 34229

**EXQUISITELY UPDATED, TURNKEY FURNISHED, POOL HOME** in Popular BAY OAKS ESTATES. This Stunning Residence is MOVE-IN READY (just Bring Your Suitcase!) and features a LIGHT and BRIGHT, OPEN FLOORPLAN including 3 BEDS plus STUDY/DEN and 2 FULL BATHS. The Gourmet Kitchen boasts a modern, European design with premium appliance package and counter sitting area while the primary bedroom suite offers

Mark Lyda GENEROUS PROPERTY

599 Pine Ranch Rd E, Osprey, FL 34229
/45
$3,250 Per Month
- 3 Beds
- 2 Baths
- 1,897 Sq Ft
- Annual Unfurnished 3 Bedroom 2 Bathroom Single Family Home in Osprey!
341 Bayshore Dr, Osprey, FL 34229

This fully renovated classic-style residence blends Old Florida charm with modern finishes and spacious living areas throughout. Featuring 3 Bedrooms and 2 Bathrooms, the home offers a functional layout designed for comfort and privacy. Conveniently located near Blackburn Boat Ramp with plenty of on-site parking.Just under 1900 sqft of living space, the kitchen flows seamlessly into the

341 Bayshore Dr, Osprey, FL 34229
/2
$362,500 Sold Apr 09, 2026

124 Revolution Way, Osprey, FL 34229
- 2 Beds
- 2 Baths
- 1,574 Sq Ft
- Built 2016
Last Sold Summary
- 9% Below List Price
- $230/SF
- 47 Days On Market
Current Estimated Value $385,075

Last Listing Agent James Briley COLDWELL BANKER REALTY

124 Revolution Way, Osprey, FL 34229

/2
Est $632,696 Not Listed For Sale

610 Pine Ranch Rd E, Osprey, FL 34229
- 3 Beds
- 2 Baths
- 2,431 Sq Ft
- Built 1995
610 Pine Ranch Rd E, Osprey, FL 34229

Last Sold Summary
- 3% Below List Price
- $267/SF
- 113 Days On Market
- Last Sold Price $650,000
- Apr 18, 2025
Last Listing Agent Kim Klee COLDWELL BANKER REALTY

/57
$1,499,000 New Construction
- 3 Beds
- 3.5 Baths
- 2,913 Sq Ft
360 N Point Rd, Osprey, FL 34229

**DON’T WAIT TO BUILD!** EXQUISITE, NEWLY-CONSTRUCTED and NEVER LIVED-IN, SPANISH MISSION STYLE home behind the Secure Gates of the COVETED, OAKS PRESERVE Country Club Neighborhood on Sarasota Bay waters offers superb attention to detail. This Custom-Built residence boasts 3 EN SUITE BEDROOMS + 3 FULL and 1 HALF BATHS and a desirable Open Floorplan concept. A well-equipped Chef’s Kitchen features

Mark Lyda GENEROUS PROPERTY

360 N Point Rd, Osprey, FL 34229
/39
$6,950 Per Month
- 3 Beds
- 2.5 Baths
- 1,839 Sq Ft
- Townhouse for Rent
101 Woodland Place, Osprey, FL 34229

Now AVAILABLE FOR LEASE PINE RUN Condominiums in OSPREY, Florida! 3BR/2.5BA Great SARASOTA Vacation Location! West of the Trail, Pine Run is an active community set in a tropical oasis of 20+ acres of wooded Florida landscape. This spacious corner unit townhouse is well FURNISHED. Beautifully decorated and full of light and color with vaulted ceiling in the main Great Room. Custom designed

Patrice Ivan WAGNER REALTY

101 Woodland Place, Osprey, FL 34229
/2
$1,050,000 Sold Jul 22, 2025

142 Dory Ln, Osprey, FL 34229
- 3 Beds
- 2 Baths
- 2,531 Sq Ft
- Built 1984
Last Sold Summary
- 12% Below List Price
- $415/SF
- 32 Days On Market
Current Estimated Value $1,002,108

Last Listing Agent Sharon Lewis GOLF & BAY PROPERTIES LLC

142 Dory Ln, Osprey, FL 34229

/2
Est $220,369 Not Listed For Sale

51 MacEwen Dr Unit 13, Osprey, FL 34229
- 1 Bed
- 1 Bath
- 595 Sq Ft
- Built 1990
51 MacEwen Dr Unit 13, Osprey, FL 34229

Last Sold Summary
- 17% Below List Price
- $445/SF
- 0 Days On Market
- Last Sold Price $265,000
- Oct 07, 2024
Last Listing Agent Jamie Mullis COLDWELL BANKER REALTY

Showing Results 41 - 80, Page 2 of 18

Florida Sarasota County Osprey 34229

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