Osprey, FL Homes

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  /3

  $50,000

  • Land
  • 0.09 Acre
  • $555,556 per Acre

  Unlisted Address

  This undeveloped parcel in the Arbors is next to the manufactured home at 320 Tropic Drive in Arbors Mobile Home Park Co-Op. It has a gazebo on it. The same person owns both the lot with the gazebo AND the home at 320 Tropic Drive. She would like to sell both of them as a package deal. The listing for the home at 320 Tropic is: A4648481. Feel free to call the listing agent (same agent for

  John Alexander FINE PROPERTIES

  Unlisted Address
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  /2

  $400,000 Sold Feb 18, 2025

  • 2,768 Sq Ft
  • $145/SF
  • 41 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1956

  108 Park Dr, Osprey, FL 34229

  Welcome to your dream home! This oversized pool home is perfectly situated just minutes from the intercoastal, offering quick and easy access to launch your boat or jet ski. With four bedrooms, three bathrooms, and an abundance of space, this property is a rare find. The first floor boasts durable terrazzo flooring throughout, with even more Terrazzos hidden beneath the tiled areas.

  Michele Monteiro COLDWELL BANKER REALTY

  108 Park Dr, Osprey, FL 34229
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  /70

  Est $1,372,755 Not Listed For Sale

  • 5 Beds
  • 5 Baths
  • 4,551 Sq Ft

  337 Passage Way, Osprey, FL 34229

  337 Passage Way, Osprey, FL 34229
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  /28

  $299,500

  • 2 Beds
  • 2 Baths
  • 1,135 Sq Ft

  232 Explorer Dr Unit 15, Osprey, FL 34229

  Charming 2 Bedroom 2 Bath corner end unit( which provides extra natural light) condominium with attached 1 car Garage. Open floor plan, Kitchen features granite counter tops and stainless steel appliances, master bedroom suite has walk-in closet private bath with double vanity. Dining Room opens to enclosed balcony. Quality construction concrete block building with impact resistant glass windows,

  Gary Hoskins COLDWELL BANKER REALTY

  232 Explorer Dr Unit 15, Osprey, FL 34229
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  /2

  $35,000 Sold Feb 17, 2025

  • 234 Days On Market

  570 Blackburn Point Rd Unit C2, Osprey, FL 34229

  For sale 36’ dry rack boat storage at Osprey Harbor Club Marina Casey 2 slip Buy your boat a home, Real Property tax ID #0157032002 Super convenient Location Osprey Harbor Village at 570 Blackburn Point Road, Osprey, FL 34229 Overall cube size is 9’- 6” wide x 8’ high x 36’ long and will fit boat up to 8’- 6” wide x 6’ high x 35’- 6” long Single owner purchased new 2006 35’ Fountain Executioner

  David Babel BRIGHT REALTY

  570 Blackburn Point Rd Unit C2, Osprey, FL 34229
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  /24

  Est $859,781 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,448 Sq Ft

  130 N Creek Ln, Osprey, FL 34229

  130 N Creek Ln, Osprey, FL 34229
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  /20

  $190,000

  • 2 Beds
  • 2 Baths
  • 1,199 Sq Ft

  320 Tropic Dr, Osprey, FL 34229

  A GREAT HOME IN A GREAT PARK AT A GREAT PRICE. Welcome to your new home in the Arbors, Sarasota County’s most sought-after resident-owned mobile home park. The home has 2 bedrooms and 2 bathrooms plus a fully-furnished kitchen and other amenities. You’ll enjoy the convenience of the kitchen being only a few steps from the dining area which leads to the spacious living room which is next to the

  John Alexander FINE PROPERTIES

  320 Tropic Dr, Osprey, FL 34229
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  /2

  $999,500 Sold Feb 14, 2025

  • 2,627 Sq Ft
  • $380/SF

  • 3 Beds
  • 2.5 Baths
  • Built 1986

  146 Yacht Harbor Dr, Osprey, FL 34229

  This is an outstanding Southbay residence and a fantastic opportunity to live in one of the best boating communities on the Southwest coast of Florida. Updated with a spacious, open layout, this pool home boasts many features that set it apart from others. The great room is expansive with an attractive electric fireplace and ultra-high ceilings. Adjacent to it is a custom kitchen with quartz

  Susanne Losso COLDWELL BANKER REALTY

  146 Yacht Harbor Dr, Osprey, FL 34229
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  /65

  Est $571,926 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,188 Sq Ft

  599 Pine Ranch East Rd, Osprey, FL 34229

  599 Pine Ranch East Rd, Osprey, FL 34229
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  /80

  $1,195,000

  • 3 Beds
  • 3 Baths
  • 2,316 Sq Ft

  3921 Waypoint Ave, Osprey, FL 34229

  CASUAL, COASTAL ELEGANCE in this charming WATERFRONT community – BAYSIDE on LITTLE SARASOTA BAY! The Florida Lifestyle you’ve always dreamt of awaits you at Bayside on Little Sarasota Bay – a GATED ENCLAVE OF JUST 49 HOMES tucked away on the bay in Osprey Florida - one of our area’s best kept secrets ideally located between Sarasota & Venice! This delightful POOL HOME offers 3 BEDROOMS, 3 FULL

  Julie Larson WHITE SANDS REALTY GROUP FL

  3921 Waypoint Ave, Osprey, FL 34229
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  /2

  $1,799,000 Sold Feb 14, 2025

  • 1,857 Sq Ft
  • $969/SF
  • 13 Days On Market

  • 2 Beds
  • 3 Baths
  • Built 1975

  716 Sarabay Rd, Osprey, FL 34229

  One or more photo(s) has been virtually staged. Stunning Waterfront Property on Little Sarasota Bay! Discover a rare opportunity to own a magnificent estate lot on the Intracoastal Waterway in beautiful Osprey, Florida. This exceptional property features 100 feet of prime waterfrontage; Dock and boat lift grandfathered in, making it a boater’s dream!Nestled on a spacious 1.23-acre lot, this

  Peggy Lewis COLDWELL BANKER SARASOTA CENT.

  716 Sarabay Rd, Osprey, FL 34229
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  /44

  Est $1,123,257 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,534 Sq Ft

  315 Sea Anchor Dr, Osprey, FL 34229

  315 Sea Anchor Dr, Osprey, FL 34229
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  /100

  $1,350,000

  • 3 Beds
  • 3 Baths
  • 2,680 Sq Ft

  3621 N Point Rd Unit 603, Osprey, FL 34229

  Prepare to be captivated by this COMPLETELY UPDATED, meticulously maintained, and thoughtfully appointed 3 bedroom, 3 bath condo located in Meridian at The Oaks Preserve. This spacious residence has everything you need to embrace a carefree, luxury lifestyle. As you step off your private elevator, you’ll be greeted by an inviting, open layout that radiates brightness and elegance. The great room

  Steve Abbe COLDWELL BANKER REALTY

  3621 N Point Rd Unit 603, Osprey, FL 34229
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  /2

  $520,000 Sold Feb 14, 2025

  • 1,680 Sq Ft
  • $310/SF
  • 14 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1997

  555 Meadow Sweet Cir, Osprey, FL 34229

  Rivendell is a unique neighborhood. You must see it to appreciate the quaint and friendly setting. This home is in the original "Cottages of Rivendell". From the canopy tree's lining the neighborhood to the uniqueness of the individual homes you will be impressed. ; This home has an efficient layout that lets you easily decorate and enjoy every space. Also no need to worry about the many

  Jack Keller JACK KELLER INC

  555 Meadow Sweet Cir, Osprey, FL 34229
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  /27

  Est $435,347 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,724 Sq Ft

  1811 Highland Rd, Osprey, FL 34229

  1811 Highland Rd, Osprey, FL 34229
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  /72

  $2,500,000

  • 5 Beds
  • 7 Baths
  • 6,001 Sq Ft

  340 Osprey Point Dr, Osprey, FL 34229

  Introducing The Grand Estate at The Oaks Bayside—a true masterpiece of refined living within one of Sarasota’s most prestigious gated communities. Surrounded by majestic oak trees and lush tropical landscaping, this extraordinary residence offers the perfect blend of elegance, comfort, and privacy. A brand-new roof (2024) crowns this sprawling estate, while a pavered circular driveway leads to a

  Lee Brewer RE/MAX ALLIANCE GROUP

  340 Osprey Point Dr, Osprey, FL 34229
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  /2

  $3,335,000 Sold Feb 12, 2025

  • 2,417 Sq Ft
  • $1380/SF
  • 7 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1978

  419 Yacht Harbor Dr, Osprey, FL 34229

  One or more photo(s) has been virtually staged. Considered one of the finest community-owned marinas on the west coast of Florida, Southbay Yacht & Racquet Club features a seven-acre, deep-water boat basin that will accommodate kayaks, jet skis, sailboats, powerboats, catamarans and yachts up to 55 feet in length. With a 6-foot depth at mean low tide, the marina can accommodate 175 boats owned by

  Thomas Netzel PREMIER SOTHEBY'S INTERNATIONAL REALTY

  419 Yacht Harbor Dr, Osprey, FL 34229
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  /46

  Est $1,579,562 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 3,740 Sq Ft

  345 S Shore Dr, Osprey, FL 34229

  345 S Shore Dr, Osprey, FL 34229
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  /11

  $715,000

  • 3 Beds
  • 2 Baths
  • 2,058 Sq Ft

  110 Pine Ave, Osprey, FL 34229

  Heart of Osprey, this remodeled 3-bedroom, 2-bathroom pool home with huge yard, bring your RV and all your toys. Lots of room for storage. Enjoy sunsets, steps to fishing pier, kayak launch, Spanish Pointe, Oscar Scherer State Park, and Pine View School. No restrictions. Move-in ready enjoying the Florida lifestyle! For outdoor enthusiasts, this location is unbeatable. Launch your kayak or

  Marisa Marino BRIGHT REALTY

  110 Pine Ave, Osprey, FL 34229
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  /2

  $317,500 Sold Feb 07, 2025

  • 1,244 Sq Ft
  • $255/SF
  • 5 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 2016

  128 Navigation Cir Unit 103, Osprey, FL 34229

  This charming Florida condo is perfect for anyone seeking a full-time residence or a seasonal getaway. The unit is being sold furnished. Lovely, 2 bedrooms, 2 baths, attached single car garage. The Heron floor plan features an open concept kitchen with dining and great room. Easy access to the resort-style heated pool, fitness room, and club room. The property is comprised of two bedrooms

  Tim Weller EXIT KING REALTY

  128 Navigation Cir Unit 103, Osprey, FL 34229
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  /32

  Est $316,620 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,397 Sq Ft

  112 Villa Dr, Osprey, FL 34229

  112 Villa Dr, Osprey, FL 34229
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  /38

  $365,000

  • 3 Beds
  • 2 Baths
  • 1,360 Sq Ft

  240 Patterson Ave, Osprey, FL 34229

  Charming 3-bedroom, 2-bath bungalow with no HOA or deed restrictions—perfect for boaters, RV owners, or anyone seeking freedom and flexibility. Situated in a prime location close to beaches, waterfront dining, the Legacy Trail, Selby Botanical Gardens, Pine View school is 1 mile away (this high school is ranked numbr 18 nationwide and number 1 in Florida), shopping (Walmart Super Center) and

  Janice Melzer Langa COLDWELL BANKER REALTY

  240 Patterson Ave, Osprey, FL 34229
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  /2

  $1,850,000 Sold Jan 31, 2025

  • 4,361 Sq Ft
  • $424/SF
  • 31 Days On Market

  • 5 Beds
  • 4 Baths
  • Built 2006

  855 MacEwen Dr, Osprey, FL 34229

  This stunning 5 bedroom, 4 bath residence, custom built by Wetherington, epitomizes refined living and sophisticated elegance. Nestled in The Oaks Clubside, it enjoys an incredible private setting, with no house or neighbors on one side. This home is large and spacious, with timeless design elements, creating an exquisite sanctuary. As you enter through the double leaded glass front doors, the

  Steve Abbe COLDWELL BANKER REALTY

  855 MacEwen Dr, Osprey, FL 34229
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  /60

  Est $445,637 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,229 Sq Ft

  455 N Shore Dr, Osprey, FL 34229

  455 N Shore Dr, Osprey, FL 34229
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  /20

  $295,000

  • 2 Beds
  • 2 Baths
  • 1,389 Sq Ft

  208 Villa Dr Unit 208, Osprey, FL 34229

  Welcome Home!To this beautiful fully remodeled Villa in Osprey Village. Enjoy the sunrise and a coffee in your lanai and later a cocktail on the patio while watching the mesmerizing Gulf Coast Sunsets. The location is nothing short of exceptional minutes from all your local beaches and coastal eateries. This two bedroom and two full bathrooms boast an open floor plan, wall to wall windows in the

  Jason Saphire WWW.HOMEZU.COM

  208 Villa Dr Unit 208, Osprey, FL 34229
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  /2

  $1,650,000 Sold Jan 31, 2025

  • 5,399 Sq Ft
  • $306/SF
  • 12 Days On Market

  • 5 Beds
  • 5.5 Baths
  • Built 1992

  676 Eagle Watch Ln, Osprey, FL 34229

  Florida living at its finest! You'll find this lovely home tucked away on a cul-de-sac in the luxurious community known as The Oaks. This amazing custom-built home features 5 bedrooms, 5.5 bathrooms and 5,399 sq. ft. of fabulous living space, combining comfort with elegance! Upon entering you are greeted by the formal living room with high ceilings, crown molding, large sliding glass doors and

  Jamie Mullis COLDWELL BANKER REALTY

  676 Eagle Watch Ln, Osprey, FL 34229
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  /2

  Est $742,189 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,388 Sq Ft

  668 Clear Creek Dr, Osprey, FL 34229

  668 Clear Creek Dr, Osprey, FL 34229
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  /88

  $2,900,000

  • 6 Beds
  • 6.5 Baths
  • 6,246 Sq Ft

  236 Saint James Park, Osprey, FL 34229

  Tucked away in a quiet cul-de-sac on a double lot beneath majestic oaks, this almost 5,000 sq ft, timeless 2-story home blends sophistication with modern comfort. Situated on the first hole of Heron Golf Course, the home features soaring 11-ft ceilings, marble floors, and crystal chandeliers. A Louis XVI fireplace anchors the sunken living room, while French doors and expansive windows invite

  Karin Watt MICHAEL SAUNDERS & COMPANY

  236 Saint James Park, Osprey, FL 34229
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  /2

  $1,450,000 Sold Jan 31, 2025

  • 4,614 Sq Ft
  • $314/SF
  • 193 Days On Market

  • 5 Beds
  • 5.5 Baths
  • Built 2003

  738 N MacEwen Dr, Osprey, FL 34229

  Imagine how you’d like to live the ultimate Florida lifestyle. Your vision can become a reality in this 5 bedroom, 5.5 bath two story home in The Oaks Clubside. Currently unfurnished, you just need to pack your bags, bring your own style and make it your own. Set back on a cul-de-sac lot, with gorgeous lake and golf views, the floor plan offers flexibility for the space to be used by residents

  Steve Abbe COLDWELL BANKER REALTY

  738 N MacEwen Dr, Osprey, FL 34229
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  /100

  Est $1,145,549 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 3,215 Sq Ft

  328 Pine Ranch Trail, Osprey, FL 34229

  328 Pine Ranch Trail, Osprey, FL 34229
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  /33

  $169,900

  • 2 Beds
  • 2 Baths
  • 1,055 Sq Ft

  216 Palm Air Dr, Osprey, FL 34229

  This home is located in the sought-after 55+ community of The Arbors. It offers a blend of comfort, updates, and a prime location between Sarasota and Venice. Featuring 2 bedrooms, 2 bathrooms, and a newly built carport, this home is designed for easy and comfortable living. The bright and airy living room welcomes you with abundant natural light, while the primary bedroom includes a spacious

  Todd Goodman KELLER WILLIAMS ON THE WATER S

  216 Palm Air Dr, Osprey, FL 34229
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  /2

  $900,000 Sold Jan 31, 2025

  • 2,855 Sq Ft
  • $315/SF
  • 281 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1997

  201 Saint James Park, Osprey, FL 34229

  Welcome home to your sanctuary located behind the gates of the Exclusive Oaks Country Club. This corner lot in SAINT JAMES PARK is situated close to the CLUB, TENNIS, and all the amenities the community has to offer. As you approach the home the lush landscape and stunning trees capture your attention. Enter through the double front door to a serene view of the mature landscaping and view of the

  Tina Timmons ROSEBAY INTERNATIONAL REALTY, INC

  201 Saint James Park, Osprey, FL 34229
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  /54

  Not Listed For Sale

  • 5 Beds
  • 5.5 Baths
  • 5,168 Sq Ft

  871 MacEwen Dr, Osprey, FL 34229

  871 MacEwen Dr, Osprey, FL 34229
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  /66

  $749,000

  • 4 Beds
  • 3 Baths
  • 2,589 Sq Ft

  826 Oak Briar Ln, Osprey, FL 34229

  Welcome to this Impressive 4-bedroom, 3-bath pool home located in the highly desirable Park Trace Estates in Osprey, Florida — perfectly situated in a PRIME LOCATION between Sarasota, Nokomis, and Venice. Boasting over 3,000 sq. ft. under roof, this modern, updated ranch-style home is designed for indoor and outdoor living, featuring an open, split floor plan that flows seamlessly to the spacious

  Peter LaSalle PREFERRED SHORE LLC

  826 Oak Briar Ln, Osprey, FL 34229
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  /2

  $435,000 Sold Jan 30, 2025

  • 2,055 Sq Ft
  • $212/SF
  • 106 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 2001

  393 N Point Rd Unit 302, Osprey, FL 34229

  Enter through the secure foyer and take one of the two private elevators to the third floor where you will find this charming 3 bedroom (one is currently being used as a den/office and has the convenience of a built-in Murphy bed!), 3 bath residence. Situated at treetop level, overlooking the preserve and surrounding lush foliage, the interior is open and spacious. Carefully updated and

  Steve Abbe COLDWELL BANKER REALTY

  393 N Point Rd Unit 302, Osprey, FL 34229
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  /65

  Est $1,963,171 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 3,327 Sq Ft

  482 E MacEwen Dr, Osprey, FL 34229

  482 E MacEwen Dr, Osprey, FL 34229
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  /61

  $629,000

  • 3 Beds
  • 2.5 Baths
  • 2,130 Sq Ft

  51 Webb St, Osprey, FL 34229

  ***PRICE IMPROVEMENT***Location, Location, Location! Situated west of the trail in the heart of Osprey, this stunning 3-bedroom, 2-bathroom plus den ranch home is a rare find, just steps from Sarasota Bay. Enjoy a tranquil coastal lifestyle, with the Main Street fishing pier, Spanish Pointe Marina, Oscar Scherer State Park, and the renowned Pine View School for the Gifted close by.

  Marina Myers FINE PROPERTIES

  51 Webb St, Osprey, FL 34229
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  /2

  $1,200,000 Sold Jan 27, 2025

  • 3,906 Sq Ft
  • $307/SF
  • 212 Days On Market

  • 4 Beds
  • 5.5 Baths
  • Built 1989

  639 Eagle Watch Ln, Osprey, FL 34229

  You won’t find a home like this elegant 4 bedroom, 5.5 bath beauty every day. Situated on a beautiful lot in The Oaks Clubside, it offers privacy and stunning views overlooking the lake out to the #7 of the Heron Course. The quiet street ends in a cul-de-sac. Inside you will find a spacious floor plan that is anything but cookie-cutter. This home has a 4th bedroom above the garage, perfect as a

  Steve Abbe COLDWELL BANKER REALTY

  639 Eagle Watch Ln, Osprey, FL 34229
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  /64

  Est $356,000 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,839 Sq Ft

  112 Woodland Place, Osprey, FL 34229

  112 Woodland Place, Osprey, FL 34229
• 

  

  /35

  $260,000

  • 2 Beds
  • 2 Baths
  • 1,316 Sq Ft

  111 Woodland Place, Osprey, FL 34229

  Property comes furnished.Rare, 1st floor condo in Pine Run. Unique layout with center outdoor solarium for peaceful retreat. This 2 bd, 2 bath offers lots of space and privacy. Large exp lanai and an outdoor eating area off kit. Beautiful newer luxury vinyl floors. New hot water heater, young air/heating unit. Nicely located carport and lots of storage. Pine Run has two pools, tennis and

  Stephen Hachey FLAT FEE MLS REALTY

  111 Woodland Place, Osprey, FL 34229

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