Pine Run Real Estate, Homes, Condos for Sale in Osprey/Nokomis, FL - Ed Grabowski

2 Beds ⋅ 2 Baths ⋅ Pine Run SubDv. ⋅ 34229 Zip Code

Under contract-accepting backup offers. Over $80,000 in upgrades and designer renovations by renowned Murray Homes, a symbol of luxury in Sarasota. The team included an architect, designer, and contractors to transform this Pine Run end-unit, second-floor condo into a stunning modern coastal retreat. Featuring a completely reimagined light and bright open floor plan and custom kitchen with quartz countertops, custom cabinetry, floating shelves, designer tile backsplash, stainless appliances, and workstation sink, this move-in-ready home also offers luxury wide-plank flooring throughout, beautifully updated bathrooms, newer HVAC, fresh interior paint, contemporary lighting, new trim, doors, hardware, and window treatments, new ceiling fans, new stackable washer and dryer. Primary bedroom is ensuite with a walk-in closet and both bedrooms enjoy a private balcony. The spacious screened lanai is private and overlooks lush tropical landscaping, creating the perfect setting to relax and enjoy Florida living. There is an abundance of storage closets and attic space. Covered end-unit parking with storage and guest parking. Walk to shopping and waterfront bars and restaurants. Ideally located just minutes by bike to Nokomis Beach, Casey Key, Oscar Sherer State Park, and the Legacy Trail, Pine Run offers resort-style amenities including two pools, tennis and pickleball courts, kayak storage and launch, a clubhouse, and gym. Luxury, location, and lifestyle—all in one exceptional, and updated-to-like-new condo ready for you to call home.

120 Woodland Place Unit 120, Osprey

$285,000

2 Beds ⋅ 2 Baths ⋅ Pine Run SubDv. ⋅ 34229 Zip Code

Bring your furniture and move right in to this popular Pine Run neighborhood. No need to worry about remodeling this condo! New coastal look ceramic tile throughout the entire home! New kitchen and appliances, new guest bathroom, new doors throughout, new light fixtures, and newly painted. Wow! First floor condo offers more outdoor living space. The patio off the main entry offers privacy and has access from the dinette area. A spacious center atrium feels like a peaceful retreat. The main covered lanai off the living room and dining room is screened in with a door to the back yard. Each bedroom has it’s own small patio with privacy fence. Kitchen is nicely equipped with washer and dryer in the dinette closet area. The hallway has large almost floor to ceiling windows looking onto the center atrium for a very open feel. Pine Run is an active community nestled between mature landscaping and trees, with many activities including pickleball, tennis, kayak storage and two swimming pools! Launch your kayaks in the Blackburn Point Park and boat launch just down the road. Pine Run is conveniently located near shopping, restaurants, major roads and Casey Key Fish House and Tiki Bar. Sarasota is about 13 miles away, Venice about 7 miles. Area beaches are close at hand with Nokomis Beach just 5 miles and Siesta Key Beach is 9 miles. You are in the heart of paradise! Come see for yourself!

108 Woodland Place Unit 108, Osprey

$215,000

2 Beds ⋅ 2 Baths ⋅ Pine Run SubDv. ⋅ 34229 Zip Code

FURNISHED. Welcome to Pine Run, where you'll find the perfect combination of natural beauty and modern living. This two-bedroom, two-bath condo is nestled within the serene 20+ acres of lush native Florida landscape. As you step inside, you'll be greeted by a spacious and inviting living area, thoughtfully designed to maximize comfort and functionality. The condo offers two well-appointed bedrooms, each offering ample space. Pine Run is a vibrant community that offers a variety of amenities for your enjoyment. Take a dip in one of the two community pools, perfect for cooling off on a sunny Florida day. Stay active and engage in friendly competition on the tennis courts or try your hand at pickleball. For those who enjoy the beach, you'll be delighted to discover that the condo is less than half a mile away from the Gulf of Mexico. Spend your days basking in the warm sun, strolling along the sandy shores, or indulging in water activities. Pine Run is not just a place to live, it's a lifestyle. With its picturesque surroundings, abundant amenities, and proximity to the Gulf of Mexico, this condo offers the perfect blend of tranquility and convenience.

110 Woodland Place Unit 110, Osprey

$254,900

2 Beds ⋅ 2 Baths ⋅ Pine Run SubDv. ⋅ 34229 Zip Code

Ready to make the move to paradise? Here’s your new home! Adorable two bedroom condo refreshed and ready for a new owner to enjoy convenience living. Crisp and clean with new luxury vinyl in the living room, dining room, hallway and entry, plus just freshly painted! Enjoy a bit of character with the shiplap wood wall in the dining room. Bathrooms have been remodeled with upscale appointments such as cabinetry and showers. Enjoy the spacious rooms with the master bedroom having a walk in closet plus another closet. Each bedroom features its own small balcony - perfect for your morning coffee. The lanai off the livingroom will become a focal point for easy living offering a private wooded back yard area. Kitchen features white cabinets with quartz countertops, tile backsplash and stainless steel appliances. A carport plus two exterior storage closets are also nice benefits. The Pine Run neighborhood is an active community offering many activities including pickleball and tennis. There are two pools - the main pool by the club house and fitness center offers gas grills and a scenic view. The second pool is just a short walk from this condo. Kayak storage is available in the neighborhood with a boat and kayak launch just up the street at the Blackburn Point park. This location offers the best of everything. Located between Sarasota and Venice, you are within easy reach of both. Nokomis Beach is 5 miles away, Siesta Key Beach is 9 miles away! The intracoastal waterway is just up the road leading to the ever popular Casey Key Fish House and Tiki Bar. Many other restaurants, shopping and major roads are close at hand. Come see for yourself what makes this condo and Pine Run so special!

116 Woodland Place Unit 116, Osprey

$215,000

2 Beds ⋅ 2 Baths ⋅ Pine Run SubDv. ⋅ 34229 Zip Code

One or more photo(s) has been virtually staged. Welcome to 362 Pine Run Drive, a move-in ready, modern retreat nestled in the heart of Osprey, FL. This stunning 2-bedroom, 2-bathroom home offers 1,224 square feet of thoughtfully designed living space, set on an expansive 20-acre property. Revel in the tranquility of garden views and the glow of sunsets in the distance off the rear facing deck. Looking for a little more privacy? Access a large, private outdoor area from the kitchen or off of the main hallway. Soaring ceilings and abundant natural light fill the living areas and each room opens to inviting outdoor spaces, perfect for relaxation or entertaining. The home boasts a completely updated kitchen, featuring sleek finishes and high-end appliances, along with renovated bathrooms, new flooring throughout, new ceiling fans and lighting, ensuring a contemporary and stylish living experience. As part of a vibrant community, enjoy access to two sparkling pools, tennis and pickleball courts, a state-of-the-art fitness center, and a welcoming clubhouse. Outdoor enthusiasts will appreciate the fire pit and grill area, perfect for gatherings. Conveniently located near Publix, CVS, Ace Hardware, and a variety of dining options, this property offers the perfect blend of serene living and modern convenience. Experience the best of Osprey living at 362 Pine Run Drive.

362 Pine Run Drive, Osprey

$259,000

2 Beds ⋅ 2 Baths ⋅ Pine Run SubDv. ⋅ 34229 Zip Code

Virtually Staged. Rarely available and truly one-of-a-kind, this beautifully updated ground-floor 2-bedroom, 2-bath residence offers an exceptional combination of privacy, architectural character, and an unbeatable location. Designed around a stunning private open-air atrium, the home features 8-foot glass doors on three sides, flooding the interior with natural light and creating a seamless indoor-outdoor connection rarely found in condominium living. The thoughtfully designed floorplan delivers a tranquil, nature-inspired experience—particularly from the south bedroom wing, where walls of glass frame peaceful wooded views, offering a remarkable sense of serenity and privacy. Beautifully modernized for today’s lifestyle, the kitchen and living spaces have been opened into a sophisticated great-room design, ideal for entertaining and everyday comfort. Timeless Saltillo Mexican tile flooring runs throughout, adding warmth, texture, and character. Additional conveniences include covered carport parking, a large private storage closet, and tasteful updates that make this residence completely move-in ready. Residents enjoy an impressive collection of resort-style amenities, including two heated pools—one dramatically overlooking a wildlife-filled lagoon—along with two cedar saunas, a fitness center, a Florida-style clubhouse, scenic walking trails, BBQ gas grills, an outdoor gas fireplace, kayak storage, and tennis and pickleball courts. Perfectly positioned for an active coastal lifestyle, this premier location places you just minutes from Nokomis Beach, Oscar Scherer State Park, multiple kayak launches, a public boat ramp, and the Legacy Trail, offering miles of biking and recreation connecting Venice and Sarasota. Nearby favorites include Casey Key Fish House, Historic Spanish Point, waterfront dining, medical facilities, and endless local conveniences. Everyday living couldn’t be easier—walk to Publix, CVS, Ace Hardware, shops, restaurants, fitness centers, Walmart, and the Post Office, or enjoy quick access to everything the area has to offer without needing a car. Families will appreciate proximity to the highly acclaimed Pine View School for the Gifted—the only standalone public gifted school in Florida and consistently ranked among the state’s best. Combining exceptional privacy, thoughtful design, resort-style amenities, and unmatched convenience, this is a rare opportunity to own a distinctive, beautifully updated home in one of the area’s most desirable locations—perfect for those seeking the ideal balance of nature, accessibility, and modern coastal living.

754 Pine Run Drive Unit 754, Osprey

$260,000

2 Beds ⋅ 2 Baths ⋅ Pine Run SubDv. ⋅ 34229 Zip Code

Ideally located in the heart of Osprey, this private corner, first floor condo offers effortless Florida living just minutes from pristine Gulf beaches and less than half a mile from the Intracoastal Waterway. The sought after community at the entrance to Casey Key was designed to live in harmony with nature by Frank Folsum Smith of the Sarasota School of Architecture. This unit features a garden view with four patios that includes a rear lanai enclosed with sliding vinyl windows. A unique inner atrium with aquarium style glass windows adds architectural interest and abundant natural light while maintaining privacy. The unit features easy to maintain custom tile floors on the diagonal throughout with wood floor inspired ceramic tiles in the bedrooms. Since 2023, unit updates include all new kitchen appliances, new faucets, new PEX water lines, a new water heater as well as new paint inside and out. The unit also includes a deeded carport parking space and two storage closets. Onsite resort style amenities include two heated pools (one overlooking a lagoon), two cedar saunas, a fitness room, Florida style clubhouse, walking trails, BBQ gas grill, outdoor gas fireplace, kayak storage, pickleball and tennis courts. Within a mile is the Pine View School (the only standalone public gifted school in the state), Oscar Scherer State Park, 2 kayak launches, a public boat ramp, Casey Key Fish House, Walmart and a Post Office. Easily walk to Publix, Ace Hardware, CVS, shops and restaurants or bike to the Legacy Trail and Nokomis Beach. Exceptional privacy, easy access, and a premier location make this residence an outstanding opportunity. Priced to sell!

135 Woodland Place, Osprey

$200,000

2 Beds ⋅ 2 Baths ⋅ Pine Run SubDv. ⋅ 34229 Zip Code

Tucked away in the charming community of Pine Run, this uniquely designed two-story condo offers the perfect blend of privacy, comfort, and Florida lifestyle living in the heart of Osprey. This spacious 2-bedroom, 2-bath residence features a layout offering the primary suite on the first floor—ideal for ease of living and added privacy. The main level offers an inviting living and dining area filled with natural light, creating a warm and welcoming space for both relaxing and entertaining. The primary bedroom retreat provides generous space, ample closet storage, and a well-appointed en-suite bath. Upstairs, you’ll find a loft that is designed to be the second bedroom and full bath, perfect for guests, a home office, or seasonal visitors. The two-story design enhances privacy while maintaining an open and airy feel throughout. Pine Run is truly a hidden gem, known for its lush, mature landscaping and tranquil setting. Residents enjoy a peaceful, maintenance-free lifestyle just minutes from Gulf beaches, waterfront dining, shopping, and the cultural attractions of Sarasota. Whether you’re searching for a full-time residence or a seasonal retreat, this condo offers the ideal combination of comfort, location, and relaxed coastal living.

211 Woodland Drive Unit 211, Osprey

$164,000

1 Beds ⋅ 2 Baths ⋅ Pine Run SubDv. ⋅ 34229 Zip Code

One or more photo(s) has been virtually staged. Welcome to Pine Run in Osprey! Half-way between Sarasota and Venice, convenient to both with ample shopping and dining close by. Your 1 bedroom one and a half bath oasis is nestled on 20+ acres of lush native Florida landscape. This popular ground floor unit features large glass sliders and your own private courtyard in the front of the unit where you can enjoy your morning coffee and a screen enclosed covered rear porch where you can enjoy your evening with a beautiful sunset glow. New interior paint and baseboards surround neutral tile floors in the main living areas. The popcorn ceiling was removed for you. Inside laundry closet and a deeded carport are also part of the package. Bring your animals to this pet friendly home! Located less than 1/2 mile from the Gulf, this 147-unit community supports your activities with a busy social calendar and many shared amenities to choose from each day. It features two pools, 3 tennis courts, 3 pickle ball courts as well as a Club House with fitness and library. There is a kayak storage area for paddle adventures, and the Blackburn Point Park is 1/4 mile away where you can launch and enjoy the Intracoastal waterway. Nokomis Beach and Oscar Scherer State Park are both a short drive away, or you can take a bicycle on the Legacy Bike Trail to downtown Sarasota or downtown Venice. The Florida lifestyle awaits!

200 Woodland Drive, Osprey

$260,000

2 Beds ⋅ 2 Baths ⋅ Pine Run SubDv. ⋅ 34229 Zip Code

As you step through the gate and into the private courtyard, you’ll immediately feel at home in this beautifully maintained 2-bedroom, 2-bathroom ground-level condominium. Located in one of Sarasota’s most desirable areas west of the trail, this residence offers a perfect blend of comfort, convenience, and timeless architectural design by renowned Frank Folsom Smith. Inside, an open and inviting living space flows seamlessly into a bright Florida room, offering the perfect spot to relax and unwind. Just beyond, an outdoor patio provides a peaceful retreat, surrounded by lush tropical vegetation, creating a serene and private backyard oasis. Whether you're enjoying your morning coffee or entertaining guests, this space offers a tranquil escape. A covered carport with extra storage ensures you have space for all your essentials. This vibrant community features two pools, tennis and pickle ball courts, kayak storage, a small gym, and club house, making it easy to enjoy an active and social lifestyle. This vibrant community features two sparkling pools, tennis and pickleball courts, kayak storage, a small gym, and a clubhouse, making it easy to enjoy an active and social lifestyle. Don't miss this rare opportunity to own a charming condo in an unbeatable location! Schedule your private showing today.

761 Pine Run Drive Unit 761, Osprey

$200,000

1 Beds ⋅ 2 Baths ⋅ Pine Run SubDv. ⋅ 34229 Zip Code

RARELY AVAILABLE, GROUND FLOOR Pine Run unit has been completely updated and includes inside laundry, carport and TWO outdoor storage closets! Nestled in the heart of Pine Run in a tranquil setting, this home boasts sliding glass doors in each room to maximize natural light and to give the feeling of bringing the outdoors in. The large lanai looks out on to a private wooded setting, affording the feeling of living on your own nature preserve. The front brick patio is a lovely place to enjoy your morning coffee or lunch with friends. This unit is just steps away from one of the community’s two swimming pools. Pine Run is a 147-unit condominium situated on 20+ acres of lush, tropical landscaping. Superbly located West of the Trail, this community offers many fine amenities including two swimming pools, club house with fitness center, tennis courts, pickle ball, kayak storage and friendly, social gatherings. Less than a mile from the Gulf of Mexico, Pine Run is close to Blackburn Point marina, County park with boat launch, shopping, entertainment, dining, the Legacy Trail and the Gulf beaches. Hurry… this unit is priced to sell and will not last long!

226 Woodland Drive, Osprey

$259,900

2 Beds ⋅ 2 Baths ⋅ Pine Run SubDv. ⋅ 34229 Zip Code

This condo has the 3 L's! Location Location Location! Located in the central area of Osprey making it an easy drive to area beaches, downtown Venice or Sarasota. Located about a half mile to the Inter Coastal, making for a great walking area on Casey Key. Located close to the well known Casey Key Fish House and Tiki Bar. Shopping and restaurants are all nearby! The location of this condo within the Pine Run community is also good with an abundance of trees and landscaping creating a private setting from your lanai off the livingroom. You will feel like you are living in a tree house! This condo has had extensive work done in the last 6 years including ELECTRIC ON-DEMAND TANKLESS HOT WATER HEATER, NEW CUSTOM KITCHEN WITH DOVE TAIL DRAWER CHERRY CABINETS, FLOORING, PAINT, LIGHT FIXTURES, NEW BATHROOMS AND PLUMBING. Unique frosted glass sliding doors in the dinette area open to washer dryer combo plus a pantry area! Crown molding in the living and dining area give an elegant feel to the rooms, The roof, maintained by the HOA was replaced about 3 years ago. Pine run is an active, vibrant community with small clubhouse with fitness room, pickle ball, tennis and other activities just waiting for you. Come take a look! If you are comparing other condo's, this one has much to like!

232 Woodland Drive Unit 232, Osprey

$170,000

1 Beds ⋅ 2 Baths ⋅ Pine Run SubDv. ⋅ 34229 Zip Code

GREAT NEW PRICE to live like you're on vacation every day in this beautiful one bedroom, one and a half bath, FIRST FLOOR condo in the popular community of Pine Run! Step inside and you'll find a welcoming, well-designed, floor plan that is beautifully decorated throughout. The primary bedroom has a beautiful UPDATED ensuite bathroom with a new hurricane window, dual closets and a private sliding patio door to the back lanai that lets the natural light in. The half bath is also UPDATED and has granite countertops. The UPDATED kitchen has plenty of cabinets for storage, beautiful granite countertops, a pass through counter to the dining area and a new hurricane impact sliding patio door letting in more natural light and opening to a cozy private patio. The screened-in lanai runs almost the entire length of the back of the condo and is a perfect space to enjoy the warm tropical breezes and views of the lush tropical landscaping. Lovely tile flooring in every room. Two pets are welcome here! A/C and water heater new in 2021. Plus you have your own brand new in 2025 stackable washer and dryer inside this unit. This condo comes with a covered one car carport and TWO outdoor storage closets; a perfect place to store your beach chairs and bicycle! Pine Run is a resort-style community in a fabulous location in Osprey with beautiful tropical landscaping and all kinds of amenities to enjoy from the two heated community pools, pickleball and tennis courts, club house with fitness room and outdoor kayak storage racks! During the season there are plenty of fun events to fill up your calendar. Close to Nokomis beach, in a great location between Sarasota and Venice where you will find delicious waterfront restaurants, boutique shoppes, festivals golfing, fishing, boating and more. This wonderful condo is ready right NOW for you to move in, relax and start having fun!

238 Woodland Drive Unit 238, Osprey

$227,000

2 Beds ⋅ 2 Baths ⋅ Pine Run SubDv. ⋅ 34229 Zip Code

Hidden away in Osprey is the private oasis of Pine Run. You could not find a more natural setting and fantastic location, convenient to Sarasota, Venice and Gulf beaches. This immaculate, ground floor condo is being sold furnished so settling in will be easy. The updated kitchen with stainless appliances is large enough to incorporate dine-in eating, and a laundry closet with full size washer and dryer. A generously proportioned living/dining area leads to the private covered lanai with garden view. The master bedroom has a private en-suite bath and walk-in closet. Other outdoor spaces include a paved courtyard just off of the kitchen and a private interior courtyard with gazebo that can be accessed from the living room and master bedroom. Large sliders in every room allow lots of light in and you'll love the feel of sea breezes passing through when all are opened. Two exterior storage closets provide ample storage. Pine Run is a pet friendly haven for artists and the active; sitting on 20+ lushly vegetated acres, with 2 heated pools; clubhouse overlooking a lagoon teeming with wildlife; tennis; pickle ball; brick patio with fire pit; kayak storage; saunas and fitness room. The community's location is ideal: West of the Trail, near shopping/banking/medical services, parks, public beaches, nationally acclaimed Pine View School, and casual and fine dining. The Legacy Bike Trail and Blackburn Point Park with a kayak launch are minutes away and Nokomis Public Beach is a quick, convenient drive. The popular Casey Key Fish House & Tiki Bar and other waterfront dining, all within a short distance.

111 Woodland Place, Osprey

$220,000

2 Beds ⋅ 2 Baths ⋅ Pine Run SubDv. ⋅ 34229 Zip Code

New price makes this a fantastic buy! Looking for an active lifestyle community close to the Intercoastal? Pine Run is the perfect location! Conveniently located between Sarasota and Venice in Osprey, this community is within close proximity of the famed Casey Key Fish House and Tiki Bar, plus many other restaurants, shopping areas, public boat launch, park and so much more! The Legacy Trail is also nearby! Pine Run offers two swimming pools, a small club house with fitness room, pickle ball and tennis courts, all in a wooded setting. Now about this condo! Location Location Location within Pine Run is superior! Nestled among wooded surroundings and close to the walking path leading to the main pool, clubhouse and pickleball and tennis courts. You will enjoy your time on the lanai overlooking the tranquil grounds. This 2nd floor condo has been updated with a new kitchen with quartz counter tops and new stainless steel appliances. The A/C is brand new in 2025! Each of the two bedrooms have their own private balcony. The master suite with full bath, plus two closets! The living room and dining room feature sliding glass doors that lead to the screened balcony. The laundry closet is located in the kitchen and dinette area with washer and dryer included. There is a carport with one designated parking spot. Two exterior storage units! Pine Run is an active community with much to offer. Come take a look at this well maintained condo today!

216 Woodland Drive Unit 216, Osprey

$247,000

2 Beds ⋅ 2 Baths ⋅ Pine Run SubDv. ⋅ 34229 Zip Code

Fabulous location for this FULLY FURNISHED, TURNKEY, two bedroom second floor condo in the Pine Run neighborhood. If you've been thinking of becoming a snowbird, you couldn't ask for more than this! Close to the iconic Casey Key Fish House Tiki Bar, the inter coastal, shopping, restaurants, main roads, and several beaches!! Located between Venice and Sarasota, you can easily enjoy both thriving downtown areas. If you live in the area and are ready to purchase a condo, you already know how great this location is! Many upgrades and updates are included such as the kitchen, baths, flooring, appliances and paint. THE A/C AND WATER HEATER WERE NEW IN 2022. HOA INSTALLED A NEW ROOF IN 2017. The primary bedroom offers two closets, one is a spacious walk in with attic access. Both bedrooms feature their own private balconies. The kitchen offers a small eating area and a closet for storage and the washer and dryer. There are also two exterior storage closets! The active Pine Run community offers two pools, tennis courts and pickleball courts, small clubhouse building with fitness center. The grounds are lush with trees and vegetation making for a unique feeling not found in many communities. Water, sewer and garbage are included in your HOA fee so those are bills you won’t have to pay! The exterior maintenance is also included which means you are not responsible for the roof or the cement siding (this building is scheduled to be painted this year) on the condo. Come see for yourself what makes Pine Run a great place to call home with great neighbors, neighborhood and area amenities.

121 Woodland Pl Unit 121, Osprey

$150,000

1 Beds ⋅ 2 Baths ⋅ Pine Run SubDv. ⋅ 34229 Zip Code

This ground level condominium comes with a deeded carport and two storage closets. Enjoy a deck off the kitchen and a screened lanai that runs the length of the unit and is accessible from both the living area and bedroom. Both the half bath and primary bedroom suite have been recently remodeled with new flooring and fixtures. Washer and dryer hook-ups are located in an interior closet, so no need to run to a laundry room outside. The kitchen is equipped with wood cabinets and Frigidaire stainless appliances as well as a double bowl stainless sink. The condo is located at the front of the community for easy access and is surrounded by beautiful trees for privacy. Pine Run is a 147 unit condominium located on 20+ acres of lush native Florida landscape. The community has two pools and four tennis courts, pickleball courts, a fitness center, kayak launch, and clubhouse. There are many places to simply sit and enjoy the surrounding nature. Located less than a half mile from the Gulf and the inland waterway, Pine Run sits halfway between Sarasota and Venice on Blackburn Point Road. Just west of the community you will find Blackburn Point Park on Little Sarasota Bay. The park has boat ramps, fishing piers, a canoe/kayak launch, grills and picnic shelters. It is great for walking your dog or for bird watching. Oscar Scherer State Park is less than a mile south and the Legacy bike path from Venice to Sarasota runs just east of Pine Run. There is a Publix grocery, Ace hardware store, CVS pharmacy, as well as numerous restaurants in close proximity. You can enjoy the tiki bars and the beach at Casey Key every day for they're right down the street!

107 Woodland Place Unit 107, Osprey

$155,000

1 Beds ⋅ 1 Baths ⋅ Pine Run SubDv. ⋅ 34229 Zip Code

Welcome to 767 Pine Run Drive in sunny Osprey, FL—located between Sarasota and Venice so you can easily enjoy the beaches, shopping, arts and entertainment of both towns. This 736 square-foot home is all about easy living, featuring an open floor plan and soaring ceilings that let in tons of natural light. You’ll love the sun-drenched living and dining areas, with huge sliding doors that open to a fully screened-in deck—perfect for those laid-back Florida evenings. There is one bedroom, with an airy loft that can serve as a flexible space or the second bedroom. Completely updated interior including double hung windows and sliders with hurricane grade impact glass, white shaker cabinets in the kitchen and bath with quartz counter tops, stainless steel appliances and maintenance free vinyl plank flooring throughout. Other updates include screened in front lanai, split HVAC system (2020) and water heater (2020) and the condo has been freshly painted. A stackable washer/dryer can easily be added in the master bedroom closet, but there are washers/dryers available for use nearby on property. This unique end unit floor plan features no neighbors above or below and no shared walls for optimal privacy. This friendly community is all about that tropical vibe, with 26 lush acres to explore. Enjoy the two pools, tennis and pickleball courts, and a clubhouse with a fitness center and saunas. Plus, you’re super close to parks, dining, and shopping. It's a perfect spot for a laid-back, convenient lifestyle! Pine Run is also located less than a mile from the Gulf but not in a flood zone, no major damage sustained since the community was built in the 1970’s and because no building is over 2-stories, not subject to structural integrity inspections. Most of the thoughtfully chosen beach cottage furnishings and decor stay, so you can just move right in and start enjoying your new condo!

767 Pine Run Drive, Osprey

$165,000

2 Beds ⋅ 2 Baths ⋅ Pine Run SubDv. ⋅ 34229 Zip Code

Welcome to 235 Woodland Drive in sunny Osprey, FL—located between Sarasota and Venice so you can easily enjoy the beaches, shopping, arts and entertainment of both towns. This 1,223 square-foot home is all about easy living, featuring an open floor plan and soaring ceilings that let in tons of natural light. You’ll love the sun-drenched living and dining areas, with huge sliding doors that open to a fully screened-in deck—perfect for those laid-back Florida evenings. Inside, there are two bedrooms, with an airy loft that can serve as a flexible space or the second bedroom. There is also an enormous storage room that can be easily transformed into an additional bedroom or office. The main floor has a handy stackable washer and dryer, plus a utility closet for storage. And don’t worry about clutter—there’s an extra storage closet right by your carport. This friendly community is all about that tropical vibe, with 26 lush acres to explore. Enjoy the two pools, tennis and pickleball courts, and a clubhouse with a fitness center and saunas. Plus, you’re super close to parks, dining, and shopping. It's a perfect spot for a laid-back, convenient lifestyle! Pine Run is also located less than a mile from the Gulf but not in a flood zone, no major damage sustained since the community was built in the 1970’s and because no building is over 2-stories, not subject to structural integrity inspections.

235 Woodland Drive, Osprey

$265,000

2 Beds ⋅ 2 Baths ⋅ Pine Run SubDv. ⋅ 34229 Zip Code

Welcome to 360 Pine Run Drive, a stunning residence nestled in the heart of Osprey, FL. This beautifully updated 2-bedroom, 2-bathroom condo spans 1,379 square feet and is the largest of its kind in the community. Designed by the renowned architect Frank Folsom Smith, this home is a masterpiece of the Sarasota School of Architecture, offering a seamless blend of style and functionality. As you step inside, you'll be greeted by an open and airy layout, enhanced by the wonderful cross breezes that flow through the home when the sliders are open. Each room offers access to outdoor spaces, allowing you to enjoy the serene private garden views and the lush surroundings of over 20 acres of greenery. The home also features a convenient carport and a large storage closet for all your needs. Beyond the walls of this exquisite home, the community boasts an array of amenities designed for relaxation and recreation. Enjoy the clubhouse, unwind by the lakeside fire pit and grill, or take a dip in one of the two pools. For the active lifestyle, tennis, pickleball, a small gym, and kayak storage are at your disposal. Situated just a quarter mile from the Intracoastal Waterway, this home offers a perfect blend of tranquility and convenience. The location also affords everything from nearby beaches, waterfront dining & tiki lounging, to boat launching & storage, to first-class medical services. Don’t miss the opportunity to make this architectural gem your own!

360 Pine Run Drive, Osprey

$235,000

2 Beds ⋅ 2 Baths ⋅ Pine Run SubDv. ⋅ 34229 Zip Code

Welcome to 109 Woodland Place, a serene retreat nestled within the lush, natural surroundings of the Pine Run community in Osprey, Florida. This charming 2-bedroom, 2-bathroom condominium offers 1,223 square feet of thoughtfully designed living space, seamlessly blending comfort with the beauty of its environment. As you enter, you’ll be greeted by soaring ceilings and an open floor plan that bathes the living and dining areas in abundant natural light. Expansive sliding doors lead to a fully screened-in deck, providing a tranquil space to enjoy the sights and sounds of nature. The contemporary kitchen has been updated with high-end appliances and finishes, catering to both style and functionality. The primary bedroom, located on the main floor, offers a peaceful haven, complemented by an updated full bath and a conveniently located stackable washer and dryer. A spiral staircase ascends to an airy loft, perfect for use as a second bedroom or flexible space, accompanied by a second full bathroom and a generous storage room that holds potential for conversion into an additional bedroom. Additional storage is available in a closet adjacent to your covered carport, which is ideal for beach gear and outdoor essentials. Pine Run’s amenities enhance the appeal of this residence, featuring two swimming pools, tennis and pickleball courts, a clubhouse with a fitness center, and saunas in both the women’s and men’s changing rooms. Nature enthusiasts will appreciate the community’s mature Florida landscape spanning 20 acres, complete with a kayak launch area for exploring nearby waterways. The community’s prime location offers easy access to the Legacy Bike Trail, Blackburn Point Park, Nokomis Public Beach, waterfront dining, and shopping, providing a unique blend of tranquility and convenience. Embrace the opportunity to reside in this peaceful blend of nature and modern living at 109 Woodland Place, where every detail is designed for comfort and serenity.

109 Woodland Place, Osprey

$295,000

2 Beds ⋅ 2 Baths ⋅ Pine Run SubDv. ⋅ 34229 Zip Code

Serene sanctuary in a pet-friendly, resort-style community. Pine Run is known for its “Old Florida” character complimented by unique architecture. Units are designed with few if any common walls & offers a feeling of living with nature. This condo is no exception, with a large screened-in porch, bedroom privacy gardens, fenced patio, & private atrium, providing a light, bright feel to the entire home & pleasant views from every room! Significant renovations include all new flooring with large neutral tile; wide plank laminate; & new carpet, while both baths boast handsome new tile tub & shower surrounds & fixtures. Residents take their leisure time seriously here, with 2 heated pools; tennis; pickle ball; fitness facility; saunas; shady, winding shell paths; kayak racks; & a large, multi-purposed clubhouse. Located near beaches, waterfront dining, major retailers, biking trails, excellent schools, parks & medical services, Pine Run is also convenient to charming Venice Island & a short drive or bus ride to the plethora of arts, culture & culinary variety in Sarasota.

104 Woodland Place, Osprey

$245,000

2 Beds ⋅ 2 Baths ⋅ Pine Run SubDv. ⋅ 34229 Zip Code

This completely remodeled, GROUND LEVEL, 2/2 condo is available in a charming West of Trail community (but not in a flood zone) and is the hidden gem you've been looking for! Step inside and be captivated by artistic elegance. This home has been thoughtfully updated and features a new HVAC system in 2023, a kitchen remodel in 2023 including sleek new appliances (including an induction cooktop), new cabinetry, new lighting, and new granite and wallpaper, a new hurricane proof slider in 2024 and fresh 24" tile throughout. This place was updated by an artist, and it shows! Pine Run, a low-density community, on 26 pristine acres, was designed to "live in harmony with nature". A dog friendly community, Pine Run offers 2 heated pools, 4 tennis courts, 3 pickleball courts, kayak storage, a gorgeous clubhouse, gas grill and fire pit! Additionally, location, location, location! Walk to Publix, SMH Medical Center, Ace Hardware, CVS, & 9 different restaurants and a tiki bar, or ride your bike to Nokomis Beach, Oscar Scherer State Park, Blackburn Point Park, Historic Spanish Point, Osprey Public Library or the Legacy Trail. This idyllic location has it all!!! The recent $14,000 price reduction shows that the seller is motivated and ready for a quick sale so that you can enjoy the rest of the 2025 season immediately!

225 Woodland Drive, Osprey

$295,000

2 Beds ⋅ 2 Baths ⋅ Pine Run SubDv. ⋅ 34229 Zip Code

Welcome to your own personal oasis at 105 Woodland Place! This 2-bedroom, 2-bathroom home is a delightful blend of comfort and style, boasting a generous 1325 square feet of living space. As you step inside, you'll be captivated by the cleverly opened-up floor plan, creating a seamless flow throughout the home. Every room beckons you to step outside and embrace the lush surroundings, as each space boasts its own outdoor area for your enjoyment. Embrace the tranquility of the designated bird sanctuary right in your backyard, providing a serene backdrop for your daily adventures. Need extra storage? No problem! This home comes with not one, but two exterior storage closets, ensuring that you have ample space for all your belongings. When it's time to unwind, take a short stroll to indulge in over half a dozen restaurants, offering a plethora of culinary delights to satisfy every craving. And if you're in the mood for some outdoor fun, this community has it all - two pools, tennis courts, and even pickleball for the sport enthusiasts. Lastly, for those with furry friends, rejoice in the fact that this community is dog-friendly, ensuring that every member of the family feels right at home. Ready to make 105 Woodland Place your own? Don't miss out on this unique opportunity to experience the best of Osprey living!

105 Woodland Place, Osprey

$200,000

2 Beds ⋅ 2 Baths ⋅ Pine Run SubDv. ⋅ 34229 Zip Code

Rarely available 1st floor end unit!

201 Woodland Drive Unit 201, Osprey

$132,000

1 Beds ⋅ 1 Baths ⋅ Pine Run SubDv. ⋅ 34229 Zip Code

Perfect Opportunity in Prime Florida Location! Live the ultimate Florida lifestyle at this amazing condo! Situated in a prime location just minutes away from beautiful local beaches, this property is priced to sell and ready for your personal touch. With a variety of fabulous amenities to enjoy, including two heated pools, four tennis courts, pickleball, a fitness center, a clubhouse, and planned community activities, this is an opportunity you won't want to miss. This charming condo offers the flexibility to customize with your preferred finishes and is perfect for renovation enthusiasts. Newer AC and Hot Water Heater! The community is pet-friendly and sits on over 20 acres of unspoiled land, providing a peaceful and serene environment. The unit includes an uncovered assigned parking space for your convenience. This cozy unit features soaring ceilings, two balconies, an en-suite master bedroom and bath, and outside storage for your belongings. With professional cleaning just completed, this home is move-in ready and waiting for you to make it your own. Nestled in the heart of Pine Run, this condo is a perfect Florida getaway or full-time residence. Conveniently located just a stone's throw away from stunning beaches, shopping, dining, and entertainment options, this property offers easy access to all the best that Sarasota County has to offer. Pine Run is ideally situated near the Gulf of Mexico, Oscar Scherer State Park, the Legacy Trail, and the Sarasota-Bradenton airport. Don't miss out on this incredible opportunity to own a piece of paradise in Sarasota County!

760 Pine Run Drive, Osprey

$250,000

2 Beds ⋅ 2 Baths ⋅ Pine Run SubDv. ⋅ 34229 Zip Code

Welcome to this beautifully appointed, well-cared for and fully furnished 2-bedroom, 2-bath condo located in the sought-after Pine Run community. It is completely turnkey; all you need to bring are your clothes! This second-floor unit has been tastefully updated and comes equipped with everything you need to move right in, including all furniture, beds, bedding, all kitchenware, appliances, and even recreational items like beach chairs, coolers, and two bicycles. The 9-ft high ceiling gives you an open, airy feel. The unit has been updated throughout and re-plumbed for peace of mind. The two separate en-suite bedrooms are spacious and have their own patio decks and patio furniture for added privacy. The kitchen boasts solid wood cabinets, granite countertops, a cozy dinette area and it opens to a formal dining room, along with a comfortable living room that opens to a covered screened porch. Elegant upgrades include engineered hardwood scraped hickory flooring, designer light fixtures and fans, profiled baseboards and custom blinds. There’s ample storage with a deeded covered carport, two storage lockers and an easily accessible attic. Pine Run spans 20 acres of lush, tropical landscaping and offers an array of amenities to enhance your lifestyle. There are two heated pools, with one conveniently located just steps from the unit, pickle ball, tennis courts, walking trails, kayak rack storage for easy access to water adventures, and a main clubhouse with a fitness center for social gatherings. Situated just a mile from the iconic Casey Key Road and only two miles from Nokomis Beach, this condo offers the perfect blend of tranquility and convenience. Sarasota Airport is just 17 miles away, making travel a breeze. Across the street, you’ll find everything you need for daily living, including a Publix grocery store, hardware, salon, specialty retailers, fitness center, bike rental store & medical services. For dinner and entertainment take a leisurely stroll to the new Deep Lagoon restaurant or enjoy live music at the popular Casey Key Fish House and Tiki Bar. Six additional restaurants are within walking distance, offering a variety of dining options. The Legacy Bike Trail, area state parks and public beaches are all nearby. Whether you’re looking for a vacation retreat or a full-time residence, this condo offers everything you need to enjoy Florida living at its best. Do not miss out on this incredible opportunity to own a piece of paradise in one of the most desirable locations on the Gulf coast. Pine Run is nestled between Sarasota and Downtown Venice and is 7 miles away from the famous Siesta Key Beach, voted the #1 beach in the U.S.

207 Woodland Drive Unit 207, Osprey

$210,000

2 Beds ⋅ 2 Baths ⋅ Pine Run SubDv. ⋅ 34229 Zip Code

It's all about location and this bright second floor end unit is priced right and ready for you to make your own. Wonderful floor plan with spacious living area, primary ensuite and guest bedroom and a wonderful Breakfast Nook for your morning tea or coffee while catching up on the morning news. Walk down your steps and out the gate to take advantage of convenience. Grocery, pharmacies, hardware stores and restaurants are within walking distance. Pine Run is located in a lush tropical paradise with two pools, tennis and pickle ball courts, gym and large clubhouse. Take advantage of the kayak or canoe access at the intracoastal waterway and enjoy the swing bridge at Blackburn Point or one of the wonderful restaurants by the bridge. Blackburn Point is also home to one of Sarasota's many parks and public boat ramps with designated areas for picnicking or just to sit and enjoy the boats as they pass by the swing bridge. This is old Florida at its best. Situated in-between Sarasota and Venice at the northern entrance to the multi million-dollar homes of Casey Key. Purchase the condo to live in, buy in the community for a way of life.

120 Woodland Place Unit 120, Osprey

$280,000

2 Beds ⋅ 2 Baths ⋅ Pine Run SubDv. ⋅ 34229 Zip Code

Discover the allure of this delightful residence nestled in the sought-after Pine Run community of Osprey, FL. This unit offers two bedrooms, two baths, a seamless open main area floor plan, and plenty of outdoor living space, providing a contemporary and inviting ambiance. Inside, the living space is illuminated by natural light, creating a warm and inviting atmosphere. The well-appointed kitchen is a culinary haven, complete with modern appliances and a convenient breakfast bar. The primary bedroom offers serenity with an en-suite bathroom, while the second bedroom offers versatility for guests or a home office. Both bathrooms are thoughtfully designed for comfort and convenience. Pine Run of Osprey is renowned for its 20+ acres of lush, tropical landscaping located ‘West of the Trail’ and within a state designated bird sanctuary, offering easy access to a plethora of amenities, dining options, and outdoor recreational pursuits, as well as lovely on-site amenities that include two heated swimming pools, tennis and pickleball courts, clubhouse, brick patio with fire pit and barbeque grills, kayak storage and more! Whether you seek to bask in the sun on pristine beaches, explore nature trails, or indulge in shopping and dining, this location caters to diverse interests. Embrace the opportunity to make this charming home your own and relish the quintessential Florida lifestyle. Arrange a showing today and envision the endless possibilities of calling this captivating property your new home!

756 Pine Run Drive, Osprey

$142,500

1 Beds ⋅ 1 Baths ⋅ Pine Run SubDv. ⋅ 34229 Zip Code

This is what living the Florida lifestyle is all about. With fabulous amenities to enjoy AND just around the corner from our favorite local beaches - you certainly don't want to miss this opportunity! Get ready to put your own touches on this adorable condo with the finishes of your choice. Priced to suit your renovation needs and a community that offers two heated pools, four tennis courts, pickleball, fitness center, club house and planned community activities - it is sure to impress. The community is pet friendly and boasts over 20+ unspoiled acres. This unit has an uncovered assigned parking space. The location speaks for itself, being just a few minutes to beautiful beaches, shopping, restaurants and more. Pine Run is less than a half mile from the Gulf of Mexico and not far from Oscar Scherer State Park, Legacy Trail and the Sarasota-Bradenton airport. The home has just been professionally cleaned and is just waiting for you! This is an estate sale. Cash offers only.

751 Pine Run Drive Unit 751, Osprey

$290,000

2 Beds ⋅ 2 Baths ⋅ Pine Run SubDv. ⋅ 34229 Zip Code

Welcome to this rarely available GROUND FLOOR unit in the lush and tropical Pine Run community of Osprey! This charming two-bedroom, two-bath home offers a comfortable and convenient lifestyle for those seeking a tranquil retreat. As you step inside this freshly painted condo, you'll immediately notice the spacious and open floor plan, providing a nice flow between the living, dining, and kitchen areas. The abundance of natural light that filters through the large windows creates a warm and inviting atmosphere throughout the home. The kitchen is a chef's dream, featuring modern appliances, ample counter space, and plenty of storage for all your culinary needs. Whether you're preparing a quick meal or hosting a dinner party, this kitchen is sure to impress! The primary bedroom offers a peaceful sanctuary, complete with a private patio where you can enjoy your morning coffee or unwind after a long day. The ensuite bathroom features a walk-in shower and a vanity with with granite counters and ample storage space. The second bedroom is perfect for guests or can be used as a home office or hobby room, offering flexibility to suit your needs. Adjacent to the second bedroom you'll find another private patio, providing a serene outdoor space to relax and enjoy the Florida sunshine. This home comes complete with a carport and is ideally located in the highly sought-after West of the Trail area, offering easy access to the stunning Gulf beaches. Pine Run is conveniently situated near schools, shopping, and recreation. Explore the vibrant local shops, dine at delicious restaurants, or indulge in outdoor activities at nearby parks and trails. Residents of Pine Run also have access to a range of community amenities, including a clubhouse, two heated swimming pools, tennis and pickle ball courts, fitness room, brick patio with fire pit, kayak storage and picturesque walking paths. Whether you prefer a relaxing day by the pool or an active game of tennis, there is something for everyone to enjoy!

707 Pine Run Drive, Osprey

$250,000

2 Beds ⋅ 2 Baths ⋅ Pine Run SubDv. ⋅ 34229 Zip Code

This updated, clean, and ready to move in condo has a prime property location for your full-time or seasonal enjoyment. An end upstairs unit, nestled among the trees and surrounded by a backdrop of nature with the ability to enjoy the outdoors on three balconies is wonderfully unique! The unit features generous room sizes with plenty of light throughout, soft tones, high ceilings, NEW easy care luxury vinyl plank flooring and NEW paint--a neutral pallet of freshly painted walls and ceilings throughout. NEW hurricane impact, energy efficient windows, NEW hot water heater, NEW exhaust with heating elements in each bathroom with updated countertops. In addition, you will find kitchen granite countertops with NEW stainless-steel refrigerator, a NEW stainless-steel dishwasher, as well as a NEW washer and dryer. Add to that list of NEW: NEW ceiling fans in the family room, breakfast room, 2nd bedroom and lanai, and all with remote controls. NEW window treatments in each of the bedrooms allows the light to flood in the sliding glass doors or blackout privacy for those sleep-in mornings. This immaculate home comes complete with a carport and two outdoor storage closets. You can also enjoy the cross breezes provided by windows on all four sides. Pine Run is a pet friendly haven for artists and the active; sitting on 20+ lushly vegetated acres, with 2 heated pools; clubhouse overlooking a lagoon teeming with wildlife; tennis; pickle ball; brick patio with fire pit; walking trails; kayak storage; saunas and fitness room. The community's location is ideal: West of the Trail, near shopping/banking/medical services, parks, public beaches, nationally acclaimed Pine View School, and casual and fine dining. Whether you're moving right in to enjoy a seasonal retreat or to live here full time, join the residents already in on the well-kept secret of Pine Run!

124 Woodland Drive, Osprey

$165,000

1 Beds ⋅ 1 Baths ⋅ Pine Run SubDv. ⋅ 34229 Zip Code

This cozy, charming and very affordable unit is the perfect Florida getaway or full-time residence! Nestled in the heart of Pine Run, this home features soaring ceilings, two balconies and an en-suite master bedroom and bath. Also included is a carport and outside storage for your bike, beach and pool gear! You just won’t find a sweeter home for the price in Sarasota County! Pine Run is a 147-unit condominium situated in more than 20 acres of lush, tropical landscaping, and offers many fine amenities including two heated swimming pools, clubhouse with fitness center, lakeside patio with fire pit and grill, tennis courts, pickle ball, kayak storage and friendly, social gatherings. Superbly located West of the Trail, Pine Run is less than a mile from the Gulf of Mexico, and is proximate to Casey Key, Blackburn Point marina, County park with boat launch, shopping, entertainment, dining, the Legacy Trail and the Gulf beaches.

750 Pine Run Drive, Osprey

$310,000

2 Beds ⋅ 2 Baths ⋅ Pine Run SubDv. ⋅ 34229 Zip Code

Welcome to this stunning, maintenance-free, new roof 2023, pet-friendly, and turn-key Florida home! Walking distance to the intercoastal waterway and waterfront dining! This beautiful, furnished ground-floor condo in Osprey, FL features two bedrooms and two full bathrooms. Two spacious outdoor closets provide ample storage for you and your loved ones to call it home. As you enter the home, you are immediately greeted by an inviting walkway with new porcelain plank tile throughout and recently painted neutral walls that blend with any decor. There’s plenty of natural light thanks to glass sliding doors leading to the private outdoor courtyard, paved with luscious landscaping and trees; the perfect spot for relaxation and or entertainment. The open floor plan seamlessly flows into the living area and kitchen, complete with very nice appliances, granite countertops, and plenty of closet storage space throughout the house, not to mention an in-unit washer and dryer. The first bedroom boasts a spacious layout with a large walk-in closet and an ensuite bathroom featuring a sink with vanity and cabinets, and a walk-in shower with a comfortable soaking tub, it also features an enclosed, fenced paved courtyard where you can spend time having a morning coffee or an afternoon tea with privacy. The additional bedroom offers ample space for family, guests, or a home office with an additional porch that can be accessed via gorgeous glass sliding doors. Step outside onto the screened-in lanai and enjoy the beautiful Florida weather or a dip in the neighborhood's sparkling pool surrounded by gorgeous landscaping. Located in the unique Florida-style neighborhood of Pine Run, complete with a clubhouse, two heated pools with fire pits and BBQ, tennis/pickleball courts, kayak storage, and a gym, this condo is just minutes away from some of the area's best beaches, shopping, dining, and entertainment. Take advantage of this incredible opportunity to own your dream home or investment property in the Sunshine State!

108 Woodland Place Unit 108, Osprey

$310,000

2 Beds ⋅ 2 Baths ⋅ Pine Run SubDv. ⋅ 34229 Zip Code

Come home to this warm, cozy and charming unit and enjoy a cup of tea on your tranquil and private outside deck, nestled in a wooded, West of Trail paradise! You’ll appreciate all the lovely updates such as crown moldings, a remodeled kitchen featuring a granite countertops, stainless steel appliances, wood cabinetry and remodeled bathrooms all in an appealing, neutral palette. Balconies in every room bring the outdoors in. Designed by Frank Folsom-Smith to blend in with the natural beauty, each Pine Run unit opens onto its own private piece of the woods! Pine Run is a 147-unit condominium located on 20+ acres of lush native Florida landscape, within biking distance to Casey Key. Pristine, gulf beaches, Blackburn Point Park, shopping and restaurants are all nearby.

224 Woodland Drive, Osprey

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