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Ideally located to enjoy all that Sarasota, Venice and Casey Key has to offer, this superbly remodeled maintenance-free home offers more than 2,800 square feet of thoughtfully redesigned living space and lives comfortably like a private, stand-alone residence. Nestled within an intimate enclave of just 44 homes, this property offers the ultimate lock-and-leave lifestyle, with the HOA taking care of exterior building maintenance, roof and landscaping. Professionally redesigned this year, the kitchen and bathrooms are complemented by numerous upgrades throughout the home. In the main living area, a soaring cathedral ceiling with wood-plank detailing creates a warm, sophisticated focal point. The home offers two spacious primary suites, each with an ensuite bath—one on the main level for convenience and one upstairs for added privacy. A third upstairs bedroom or flex room adds versatility, while the main-level office provides an ideal space for working from home or enjoying hobbies. The generous main living area flows seamlessly into an additional spacious family room in the loft, providing plenty of room for both everyday living and entertaining. Step out to the expansive glassed-in lanai, where a peaceful preserve backdrop creates a private tropical setting framed by mature palms, bamboo, and lush Florida greenery. An attached two-car garage adds everyday convenience. Residents also enjoy access to the amenities of the adjacent Pine Run community, including a large, heated pool and clubhouse, fitness room, tennis courts, and pickleball courts. With its extensive recent updates, flexible floor plan, beautiful preserve setting, and exceptional maintenance-free lifestyle, this is a rare opportunity to enjoy relaxed Sarasota living in a truly special home.

3 Beds ⋅ 3 Baths ⋅ Blackburn Point Woods SubDv. ⋅ 34229 Zip Code

Ideally located to enjoy all that Sarasota, Venice and Casey Key has to offer, this superbly remodeled maintenance-free home offers more than 2,800 square feet of thoughtfully redesigned living space and lives comfortably like a private, stand-alone residence. Nestled within an intimate enclave of just 44 homes, this property offers the ultimate lock-and-leave lifestyle, with the HOA taking care of exterior building maintenance, roof and landscaping. Professionally redesigned this year, the kitchen and bathrooms are complemented by numerous upgrades throughout the home. In the main living area, a soaring cathedral ceiling with wood-plank detailing creates a warm, sophisticated focal point. The home offers two spacious primary suites, each with an ensuite bath—one on the main level for convenience and one upstairs for added privacy. A third upstairs bedroom or flex room adds versatility, while the main-level office provides an ideal space for working from home or enjoying hobbies. The generous main living area flows seamlessly into an additional spacious family room in the loft, providing plenty of room for both everyday living and entertaining. Step out to the expansive glassed-in lanai, where a peaceful preserve backdrop creates a private tropical setting framed by mature palms, bamboo, and lush Florida greenery. An attached two-car garage adds everyday convenience. Residents also enjoy access to the amenities of the adjacent Pine Run community, including a large, heated pool and clubhouse, fitness room, tennis courts, and pickleball courts. With its extensive recent updates, flexible floor plan, beautiful preserve setting, and exceptional maintenance-free lifestyle, this is a rare opportunity to enjoy relaxed Sarasota living in a truly special home.

264 Woods Point Road Unit 264, Osprey

$520,000

Prepare to be impressed as you enter this bright and spacious maintenance-free townhome with soaring ceilings, an abundance of natural light, and surrounded by nature in a wooded setting. Nestled near Casey Key, this coveted West of the Trail subdivision with only 44 single-family, attached homes, is walking distance to Casey Key, Blackburn Point Marina, and Blackburn Point Park, which features a boat ramp, canoe/kayak launch and fishing pier. “BPW” is perfect for condo owners eager to move up to better construction & space for guests & cars, as well as for typical single-family homeowners ready for a maintenance free lifestyle. HOA fees include exterior building (including roof!), grounds maintenance, exterior insurance, and a membership to Pine Run amenities. You will enjoy the spacious great room floor plan with vaulted ceilings, hardwood flooring, a wood burning fireplace, and glass solarium with screens off the main living space. It is truly magical! Also on the first level is one of two primary suites with a generously sized ensuite bath and an entire wall of closets, another full bath which adjoins the den/ 4th bedroom. The spacious dine in kitchen with 2 pantries, laundry room and two car garage, with built in storage also reside on the first level. The staircase leads you to the upper-level primary suite, boasting spacious closets, high ceilings, a connected, full bath, and balcony with an amazing view of your beautiful landscaping and a protected preserve area. The second floor also contains a large, multi-use loft space and bonus room, either of which can be used as the 3rd bedroom. It is all about flexibility and whether you want to use the spaces for guest accommodation, an exercise room, artist’s studio or storage. There is tons of storage throughout, electric and hand crank hurricane shutters and shared walls are solid-poured concrete block for sound-proof privacy. Lovely backyard with paved patio, walking path over bridge to small pond (Association green space) and more green space across the street w/pond and fountain. The community is proximate to Nokomis, Venice and Siesta Key beaches, restaurants, shopping and Oscar Scherer State Park, and shares neighboring Pine Run The community is proximate to Nokomis, Venice and siesta Key beaches, restaurants, shopping and Oscar Scherer State Park, and shares Pine Run's many amenities, including two heated pools, tennis and pickleball courts, fitness center and clubhouse.

4 Beds ⋅ 3 Baths ⋅ Blackburn Point Woods SubDv. ⋅ 34229 Zip Code

Prepare to be impressed as you enter this bright and spacious maintenance-free townhome with soaring ceilings, an abundance of natural light, and surrounded by nature in a wooded setting. Nestled near Casey Key, this coveted West of the Trail subdivision with only 44 single-family, attached homes, is walking distance to Casey Key, Blackburn Point Marina, and Blackburn Point Park, which features a boat ramp, canoe/kayak launch and fishing pier. “BPW” is perfect for condo owners eager to move up to better construction & space for guests & cars, as well as for typical single-family homeowners ready for a maintenance free lifestyle. HOA fees include exterior building (including roof!), grounds maintenance, exterior insurance, and a membership to Pine Run amenities. You will enjoy the spacious great room floor plan with vaulted ceilings, hardwood flooring, a wood burning fireplace, and glass solarium with screens off the main living space. It is truly magical! Also on the first level is one of two primary suites with a generously sized ensuite bath and an entire wall of closets, another full bath which adjoins the den/ 4th bedroom. The spacious dine in kitchen with 2 pantries, laundry room and two car garage, with built in storage also reside on the first level. The staircase leads you to the upper-level primary suite, boasting spacious closets, high ceilings, a connected, full bath, and balcony with an amazing view of your beautiful landscaping and a protected preserve area. The second floor also contains a large, multi-use loft space and bonus room, either of which can be used as the 3rd bedroom. It is all about flexibility and whether you want to use the spaces for guest accommodation, an exercise room, artist’s studio or storage. There is tons of storage throughout, electric and hand crank hurricane shutters and shared walls are solid-poured concrete block for sound-proof privacy. Lovely backyard with paved patio, walking path over bridge to small pond (Association green space) and more green space across the street w/pond and fountain. The community is proximate to Nokomis, Venice and Siesta Key beaches, restaurants, shopping and Oscar Scherer State Park, and shares neighboring Pine Run The community is proximate to Nokomis, Venice and siesta Key beaches, restaurants, shopping and Oscar Scherer State Park, and shares Pine Run's many amenities, including two heated pools, tennis and pickleball courts, fitness center and clubhouse.

447 Oak Point Road, Osprey

$445,000

Perfectly positioned West of the Trail near Blackburn Point and Casey Key, this turnkey furnished 3 bedroom, 2 bathroom attached single family residence offers nearly 1,800 square feet of vaulted, light-filled interiors framed by lush preserve views. Set within an exclusive enclave of just 44 homes, this residence delivers the privacy and proportions of single-family living with the ease of a fully maintained community. The HOA provides exterior building maintenance including the roof, exterior insurance, and comprehensive grounds care, along with access to Pine Run amenities, creating a refined lock-and-leave lifestyle ideal for seasonal or full-time ownership. Inside, soaring ceilings and expansive living spaces create an immediate sense of openness and comfort. Tile flooring flows throughout the main areas, while a triple hurricane-rated sliding glass door seamlessly connects the living room to the screened lanai. Surrounded by mature palms and natural greenery, the outdoor space feels tranquil and secluded. The kitchen has been thoughtfully updated with new countertops, upgraded drawer systems with interior lighting, white cabinetry, and a striking blue tile backsplash that adds a distinctive coastal elegance. The primary suite is a true retreat, featuring arched windows, a custom walk-in closet, and a spa-inspired bath with freestanding soaking tub, oversized walk-in shower, and dual vessel sinks. Two additional bedrooms offer versatility for guests, office, or creative space. An air-conditioned two car garage, tile roof, new lanai structure, and full turnkey furnishings complete this exceptional offering. Moments from waterfront dining, marina access, kayak launches, and the beaches of Casey Key, this is elevated West of the Trail living defined by privacy, convenience, and understated sophistication. **THIS PROPERTY QUALIFIES FOR A 1% LENDER INCENTIVE IF USING PREFERRED LENDER. INQUIRE FOR MORE DETAILS.**

3 Beds ⋅ 2 Baths ⋅ Blackburn Point Woods SubDv. ⋅ 34229 Zip Code

Perfectly positioned West of the Trail near Blackburn Point and Casey Key, this turnkey furnished 3 bedroom, 2 bathroom attached single family residence offers nearly 1,800 square feet of vaulted, light-filled interiors framed by lush preserve views. Set within an exclusive enclave of just 44 homes, this residence delivers the privacy and proportions of single-family living with the ease of a fully maintained community. The HOA provides exterior building maintenance including the roof, exterior insurance, and comprehensive grounds care, along with access to Pine Run amenities, creating a refined lock-and-leave lifestyle ideal for seasonal or full-time ownership. Inside, soaring ceilings and expansive living spaces create an immediate sense of openness and comfort. Tile flooring flows throughout the main areas, while a triple hurricane-rated sliding glass door seamlessly connects the living room to the screened lanai. Surrounded by mature palms and natural greenery, the outdoor space feels tranquil and secluded. The kitchen has been thoughtfully updated with new countertops, upgraded drawer systems with interior lighting, white cabinetry, and a striking blue tile backsplash that adds a distinctive coastal elegance. The primary suite is a true retreat, featuring arched windows, a custom walk-in closet, and a spa-inspired bath with freestanding soaking tub, oversized walk-in shower, and dual vessel sinks. Two additional bedrooms offer versatility for guests, office, or creative space. An air-conditioned two car garage, tile roof, new lanai structure, and full turnkey furnishings complete this exceptional offering. Moments from waterfront dining, marina access, kayak launches, and the beaches of Casey Key, this is elevated West of the Trail living defined by privacy, convenience, and understated sophistication. **THIS PROPERTY QUALIFIES FOR A 1% LENDER INCENTIVE IF USING PREFERRED LENDER. INQUIRE FOR MORE DETAILS.**

288 Woods Point Road, Osprey

$425,000

One or more photo(s) has been virtually staged. Fresh paint is done, and new carpet is coming. SELLER WILL CONSIDER LEASE PURCHASE. Try it before you buy it. Price reflects the need to update property interior. With expected ARV (after repair value) of +/- $600k, $91 per square foot under the most recent sale in the neighborhood, and less than a mile from the beach this is a great opportunity to find your Florida getaway. Experience maintenance free Florida living, just a short walk, bike or drive to Casey Key in this large villa situated in the rarely available neighborhood of Blackburn Point Woods. The home greets visitors with a large welcoming paver patio providing a place to relax and greet your neighbors in this close-knit community. Entering the home, you will be find an expansive space ready for entertaining. Natural light abounds throughout, aided by the home’s soaring cathedral ceilings allowing you to enjoy a favorite book while enjoying nature in the preserve showcased through the enclosed lanai. The kitchen abounds with counter and cabinet space including a breakfast area overlooking the front patio. The main bedroom features an en-suite bath, preserve views and access to the lanai. A second bath and newly floored den complete the ground floor features. A loft overlooking the first floor, a second bedroom with an en-suite bath and separate office/storage room provides plenty of space for easy living. This home is located in one of the most desirable communities in Osprey. You are less than one mile from the beach, Blackburn point with its marina and boat launch, Casey Key Fish House, Deep Lagoon Seafood, Publix is just around the corner. Great healthcare is available at the new Sarasota Memorial Hospital in Venice. Easy access to I-75 can get you to 5 airports, extended shopping and more. Don’t let this one get away.

2 Beds ⋅ 3 Baths ⋅ Blackburn Point Woods SubDv. ⋅ 34229 Zip Code

One or more photo(s) has been virtually staged. Fresh paint is done, and new carpet is coming. SELLER WILL CONSIDER LEASE PURCHASE. Try it before you buy it. Price reflects the need to update property interior. With expected ARV (after repair value) of +/- $600k, $91 per square foot under the most recent sale in the neighborhood, and less than a mile from the beach this is a great opportunity to find your Florida getaway. Experience maintenance free Florida living, just a short walk, bike or drive to Casey Key in this large villa situated in the rarely available neighborhood of Blackburn Point Woods. The home greets visitors with a large welcoming paver patio providing a place to relax and greet your neighbors in this close-knit community. Entering the home, you will be find an expansive space ready for entertaining. Natural light abounds throughout, aided by the home’s soaring cathedral ceilings allowing you to enjoy a favorite book while enjoying nature in the preserve showcased through the enclosed lanai. The kitchen abounds with counter and cabinet space including a breakfast area overlooking the front patio. The main bedroom features an en-suite bath, preserve views and access to the lanai. A second bath and newly floored den complete the ground floor features. A loft overlooking the first floor, a second bedroom with an en-suite bath and separate office/storage room provides plenty of space for easy living. This home is located in one of the most desirable communities in Osprey. You are less than one mile from the beach, Blackburn point with its marina and boat launch, Casey Key Fish House, Deep Lagoon Seafood, Publix is just around the corner. Great healthcare is available at the new Sarasota Memorial Hospital in Venice. Easy access to I-75 can get you to 5 airports, extended shopping and more. Don’t let this one get away.

264 Woods Point Road, Osprey

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