Most Affordable Condo Communities in Osprey, FL

We have calculated the most affordable condo buildings/communities in Osprey based on the median sale prices of homes. The Osprey condo buildings/communities with the lowest average home sale price was Pine Run with an average of $245,000. All the Osprey condo buildings are listed below with links to view the homes for sale in the buildings.

Pine Run
$245,000
Windsor Lodge at the Oaks
$325,000
Blackburn Harbor
$385,000
Heron Bay Club
$452,500
Hidden Bay
$832,750
Meridian at the Oaks Preserve
$842,190
The Villas at Osprey Harbor Village
$855,000

Least Expensive Condos for Sale in Osprey

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Condo Communities in Osprey

Community Median Price

Blackburn Harbor

Blackburn Harbor is a condo, single-family home, and townhouse community in Osprey, Florida, built between 1985 and 2006. It currently has 2 single family homes for sale with an average list price of $497,450 and 2 condos for sale with an average list price of $599,950. The homes range in size from 1,255 ft2 to 3,771 ft2. The HOA fees range from $537 to $1,569 per month. The average annual property tax for Blackburn Harbor is $3,943.54. It is located in Sarasota County.
Median Price: 385,000

Heron Bay Club

Heron Bay Club is a charming, gated waterfront community nestled along Little Sarasota Bay, offering residents a serene coastal lifestyle with convenient access to nearby beaches, shops, and dining. This villa-style enclave features an array of appealing amenities, including a heated bayside swimming pool for year-round enjoyment, tennis courts for active recreation, a newly rebuilt fishing pier and private docks with boat slips for boating enthusiasts, and a kayak launch to explore the scenic waterways. With its emphasis on outdoor living and proximity to the Gulf Coast, Heron Bay Club provides an ideal retreat for those seeking tranquility and convenience in a picturesque setting. Heron Bay Club is a condo and single-family home community in Osprey, Florida, built in 1981. It currently has 1 condo for sale with a list price of $479,900 and 1 lot for sale with a list price of $50,000. The homes range in size from 1,574 ft2 to 1,821 ft2. The HOA fees range from $1,033 to $1,769 per month. The average annual property tax for Heron Bay Club is $3,988.21. It is located in Sarasota County.
Median Price: 452,500

Hidden Bay

Hidden Bay is a luxurious, gated waterfront condominium community nestled along the scenic shores of Little Sarasota Bay. This upscale residential enclave offers residents a serene and active lifestyle, surrounded by lush landscaping, mangroves, and stunning views of the Intracoastal Waterway, Casey Key, or a tranquil community lake. The community boasts an impressive array of amenities, including a newly renovated clubhouse with a catering kitchen, a state-of-the-art fitness center, a heated resort-style pool and spa, two lighted tennis courts, and pickleball courts. Residents can also enjoy a 500-yard boardwalk leading to a fishing pier perfect for watching sunsets, a kayak launch, a tiki hut for grilling, a library, and a dog park. With its Key West-inspired architecture, high-end finishes, and proximity to beaches, shopping, and dining, Hidden Bay provides a perfect blend of relaxation and recreation for an idyllic Florida lifestyle. Hidden Bay is a condo community in Osprey, Florida, built between 1997 and 2025. It currently has 7 condos for sale with an average list price of $756,178.57 and 1 lot for sale with a list price of $800,000. The homes range in size from 1,479 ft2 to 2,491 ft2. The HOA fees range from $108 to $1,505 per month. The average annual property tax for Hidden Bay is $3,795.57. It is located in Sarasota County.
Median Price: 832,750

Meridian at the Oaks Preserve

Meridian at the Oaks Preserve is a luxurious gated condominium community nestled within the prestigious Oaks Club in Osprey, Florida, offering residents a serene country club lifestyle amid stunning natural surroundings with panoramic views of Sarasota Bay, the Intracoastal Waterway, and the Gulf of Mexico. The community features six to seven-story towers housing 160 upscale condos, complete with private elevators, spacious balconies, gourmet kitchens, high ceilings, and private garages. Amenities abound for an active and social lifestyle, including a residents-only pool, spa, and workout room, while mandatory membership in The Oaks Country Club grants access to two 18-hole championship golf courses, 12 Har-Tru lighted tennis courts, a croquet lawn, a bocce ball court, a Junior Olympic swimming pool with a Tiki bar, a state-of-the-art fitness center, and diverse dining options from casual fare to fine dining in an elegant clubhouse setting. This vibrant community, located just minutes from beaches, shopping, restaurants, and cultural attractions in Sarasota and Venice, provides an ideal blend of privacy, recreation, and convenience for those seeking upscale coastal living. Meridian at the Oaks Preserve is a condo community in the The Oaks Club neighborhood of Osprey, Florida, built between 2000 and 2007. It currently has 17 condos for sale with an average list price of $1,072,135.29. The homes range in size from 2,055 ft2 to 3,738 ft2. The HOA fees range from $225 to $2,285 per month. The average annual property tax for Meridian at the Oaks Preserve is $5,573.49. It is located in Sarasota County.
Median Price: 842,190

Pine Run

Pine Run is a serene condominium community nestled spanning over 20 acres of lush native Florida landscape just half a mile from the Gulf of Mexico and the inland waterway. This 147-unit low-rise complex offers one-, two-, and three-bedroom residences that seamlessly blend with the surrounding woods, providing residents with private, nature-inspired views and modern floor plans featuring large windows and screened balconies. Ideal for those seeking a peaceful retreat midway between Sarasota and Venice, Pine Run boasts an array of amenities designed to enhance leisure and wellness, including two heated swimming pools, four tennis courts, pickleball courts, a fitness center, saunas, a clubhouse with meeting rooms for social gatherings, walking trails, and even kayak storage and launch areas for water adventures. Pine Run is a condo community in Osprey, Florida, built between 1973 and 1980. It currently has 11 condos for sale with an average list price of $230,018.09. The homes range in size from 586 ft2 to 1,839 ft2. The HOA fees range from $567 to $728 per month. The average annual property tax for Pine Run is $1,896.70. It is located in Sarasota County.
Median Price: 245,000

The Villas at Osprey Harbor Village

The Villas at Osprey Harbor Village offers an exquisite waterfront lifestyle within a gated, Italian-inspired marina community that blends Old Florida tranquility with modern luxury. This exclusive enclave features spacious villas designed for discerning residents seeking panoramic bay views, deep-water boating access, and a harmonious blend of relaxation and recreation. Residents enjoy an array of premium amenities, including a bayfront community pool and spa for leisurely swims and soaks, a fully equipped fitness center for invigorating workouts, a sauna and steam room for ultimate rejuvenation, an elegant clubhouse for social gatherings, and convenient onsite dining at the Yacht Club-style restaurant— all enveloped by lush landscapes and a waterfront promenade perfect for sunset strolls. The Villas at Osprey Harbor Village is a condo building in Osprey, Florida, built in 2006. It currently has 4 condos for sale with an average list price of $759,375. The homes range in size from 1,736 ft2 to 3,020 ft2. The HOA fees range from $943 to $2,180 per month. The average annual property tax for The Villas at Osprey Harbor Village is $5,704.28. It is located in Sarasota County.
Median Price: 855,000

Windsor Lodge at the Oaks

Windsor Lodge at the Oaks is a condo building in the The Oaks Club neighborhood of Osprey, Florida, built in 1990. It currently has no homes for sale. The homes range in size from 595 ft2 to 623 ft2. The HOA fees range from $133 to $133 per month. The average annual property tax for Windsor Lodge at the Oaks is $1,126.78. It is located in Sarasota County.
Median Price: 325,000
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