1,608

Orange, FL Homes

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  • /49

    $715,500

    • 4 Beds
    • 2.5 Baths
    • 2,617 Sq Ft

    2454 Black Lake Blvd, Winter Garden, FL 34787

    Elegant Pool Home in Exclusive Stoneybrook West Guard-Gated Golf CommunityEnjoy privacy and tranquility in this spacious 4-bedroom, 2.5-bath home with a 3-car garage, set on a serene pond for ultimate privacy. From the moment you enter, you'll appreciate the formal living and dining spaces, ideal for sophisticated entertaining. The gourmet kitchen opens seamlessly to a spacious family room

    Agent Photo

    Kristi Matthew

    CENTURY 21 CARIOTI

    (321) 336-7340

    2454 Black Lake Blvd, Winter Garden, FL 34787
  • /61

    $1,790 - $2,785 per month

    Birchstone Waterleigh

    1 - 3 Beds

    9405 Ascend Falls Dr, Winter Garden, FL 34787

    Welcome to Birchstone Waterleigh, where luxury meets tranquility in the heart of Winter Garden, FL. Designed for those who seek the extraordinary, our community offers an elevated living experience with refined interiors, resort-inspired amenities, and thoughtfully curated experiences. From impeccably crafted apartments to exclusive social spaces, every detail embodies sophistication and

    9405 Ascend Falls Dr, Winter Garden, FL 34787
  • /2

    $640,000 Sold Aug 29, 2025

    • 2,241 Sq Ft
    • $286/SF
    • 2 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 2001

    1142 Maidenmoor Rd, Winter Garden, FL 34787

    Welcome to Stoneybrook West! This meticulously maintained 4-bedroom, 2.5-bathroom home offers a perfect blend of modern upgrades and everyday functionality. From the moment you arrive, you’ll notice the impressive curb appeal featuring new sod, professional landscaping, a widened paver driveway (2024), a freshly painted garage door, and updated epoxy garage floors with new interior paint. A

    Trevor Zwick KELLER WILLIAMS ELITE PARTNERS III REALTY

    1142 Maidenmoor Rd, Winter Garden, FL 34787
    • /10

      Est $358,058 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,780 Sq Ft

      1461 Priory Cir, Winter Garden, FL 34787

      1461 Priory Cir, Winter Garden, FL 34787
  • /30

    $575,000

    • 4 Beds
    • 2 Baths
    • 2,518 Sq Ft

    1319 Castleport Rd, Winter Garden, FL 34787

    Buyer lost financing! Back on the market! Welcome to this beautifully maintained 4-bedroom, 2-bath home in the highly sought-after gated community of Stoneybrook West in Winter Garden. Situated on an oversized lot, this spacious single-story residence offers comfortable living both inside and out. Enjoy Florida living on the screened-in lanai overlooking a serene backyard complete with a tranquil

    Agent Photo

    Kristi Matthew

    CENTURY 21 CARIOTI

    (321) 499-2280

    1319 Castleport Rd, Winter Garden, FL 34787
  • /43

    $3,395 per month

    • 4 Beds
    • 3 Baths
    • 3,426 Sq Ft
    • House for Rent

    13642 Fox Glove St, Winter Garden, FL 34787

    Check out this spacious 4 BEDROOM 3 BATH (plus den which can be 5th bedroom) in Stoneybrook West. The interior has new paint and this 2-story home has one bedroom and a guest bath downstairs, family room, formal living and dining, huge gourmet kitchen with fantastic views of the lake and downstairs screened porch. Open floor plan. Very large main suite upstairs with its own screened balcony with

    Andrea Thurman HAMPTON & HAMPTON MGMT LEASING

    13642 Fox Glove St, Winter Garden, FL 34787
  • /2

    $712,000 Sold Aug 26, 2025

    • 3,410 Sq Ft
    • $209/SF
    • 92 Days On Market
    • 5 Beds
    • 2.5 Baths
    • Built 2004

    13716 Fox Glove St Unit 4, Winter Garden, FL 34787

    Discover your personal oasis with this modern, open-concept home. It is located in the exclusive Stoneybrook West, which has a 24/7 guard gate. This golf community offers plenty of amenities, including pickleball, basketball, tennis, hockey, fishing, a community pool, and a fitness center. This exquisite 4-bedroom, home office, 3-bathroom residence is a masterpiece of modern design and

    Johnathan Lam NATIONAL REAL ESTATE LLC

    13716 Fox Glove St Unit 4, Winter Garden, FL 34787
    • /9

      Est $359,134 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,487 Sq Ft

      1310 Priory Cir, Winter Garden, FL 34787

      1310 Priory Cir, Winter Garden, FL 34787
  • /48

    $699,000 Open Sun 1AM - 3PM

    • 4 Beds
    • 3 Baths
    • 3,022 Sq Ft

    2510 Black Lake Blvd, Winter Garden, FL 34787

    Beautifully updated home situated on a spacious corner lot in the highly desirable guard-gated golf community of Stoneybrook West! This elegant residence showcases 24x24 marble tile flooring with minimal grout lines, a fully remodeled kitchen with quartz countertops, and designer light fixtures throughout. The second floor features newly installed wood flooring (2023), a generous loft area, two

    Robert Schott TEAMCONNECT REALTY LLC

    2510 Black Lake Blvd, Winter Garden, FL 34787
  • /18

    $2,615 per month

    • 3 Beds
    • 2.5 Baths
    • 1,916 Sq Ft
    • Townhouse for Rent

    15509 Oxley St, Winter Garden, FL 34787

    Please note, our homes are available on a first-come, first-serve basis and are not reserved until the holding fee agreement is signed and the holding fee is paid by the primary applicant.This home is priced to rent and won't be around for long. Apply now, while the current residents are preparing to move out, or call to arrange a meeting with your local Progress Residential leasing

    15509 Oxley St, Winter Garden, FL 34787
  • /2

    $675,000 Sold Aug 21, 2025

    • 2,826 Sq Ft
    • $239/SF
    • 61 Days On Market
    • 5 Beds
    • 3 Baths
    • Built 2005

    14936 Masthead Landing Cir, Winter Garden, FL 34787

    This stunning 5-bedroom, 3-bathroom pool home is located in the desirable Stoneybrook West community and offers both luxury and comfort. As you enter the grand two-story foyer, you’re greeted by an expansive living room with soaring ceilings and plenty of natural light.The open-concept layout flows seamlessly into the formal dining area and the kitchen, which features quartz countertops,

    Beatriz Dominguez BROKERS REAL ESTATE GROUP INC

    14936 Masthead Landing Cir, Winter Garden, FL 34787
    • /2

      Est $817,120 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 2,605 Sq Ft

      17606 Lake Star Rd, Winter Garden, FL 34787

      17606 Lake Star Rd, Winter Garden, FL 34787
  • /42

    $750,000

    • 4 Beds
    • 3 Baths
    • 2,709 Sq Ft

    2149 Black Lake Blvd, Winter Garden, FL 34787

    One or more photo(s) has been virtually staged. Welcome to life inside the sought-after Stoneybrook West community, a guard-gated neighborhood in the heart of Winter Garden offering an exceptional blend of privacy, comfort, and resort-style amenities. Imagine having nearly 3 acres in the middle of suburbia—a rare find that provides space to spread out while still enjoying all the conveniences of

    Erica Diaz HOMEVEST REALTY

    2149 Black Lake Blvd, Winter Garden, FL 34787
  • /34

    $4,850 per month

    • 4 Beds
    • 3.5 Baths
    • 2,605 Sq Ft
    • House for Rent

    17582 Lake Star Rd, Winter Garden, FL 34787

    A gorgeous brand-new home located in the highly desirable area Horizon West in Winter Garden. This 4-bedrooms, 3 bath , 2 car garage. Very modern with light colors , this nice home offers an open space concept which features a bright, open floorplan and kitchen with plenty of upgrades such as beautiful 42-inch bright color shaker cabinets; quartz counter tops in kitchen with a large island for

    Isabel Sirizzotti SUNNY 365 REALTY GROUP

    17582 Lake Star Rd, Winter Garden, FL 34787
  • /2

    $790,000 Sold Aug 05, 2025

    • 3,807 Sq Ft
    • $208/SF
    • 254 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 2003

    14126 Fox Glove St, Winter Garden, FL 34787

    Back on market due to buyer not qualifying so seller reduced price below market for quick sale. Don't let the days on the market fool you. This home has undergone a major transformation and it's finally ready for the most discriminate buyer! This stunning home not only offers breathtaking waterfront views overlooking the golf course but also provides over 3,800 sq. ft. of living space—perfect

    Lora King HOMEVEST REALTY

    14126 Fox Glove St, Winter Garden, FL 34787
    • /2

      Est $418,810 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,570 Sq Ft

      17771 Japonica Bloom Dr, Winter Garden, FL 34787

      17771 Japonica Bloom Dr, Winter Garden, FL 34787
  • /43

    $699,000

    • 5 Beds
    • 3 Baths
    • 3,336 Sq Ft

    2644 Slagrove Ct Unit 4, Winter Garden, FL 34787

    INCREDIBLE buy in a guard gated, golf community on a quiet cul de sac with NO rear neighbors.....Nestled in an exclusive guard gated golf community, this beautifully remodeled 5-bedroom, 3-bathroom home offers the perfect blend of luxury and privacy. Featuring a spacious, open-concept layout with beautiful finishes throughout, the home boasts a modern updated kitchen, updated bathrooms, and

    Irhelma Pieterse STOCKWORTH REALTY GROUP

    2644 Slagrove Ct Unit 4, Winter Garden, FL 34787
  • /20

    $2,390 per month

    • 3 Beds
    • 2.5 Baths
    • 1,758 Sq Ft
    • Townhouse for Rent

    1307 Priory Cir, Winter Garden, FL 34787

    Property Id: 2087149Please read the entire post before responding. Please text only. I will reply ASAP. All adults have a credit score 600. The total verifiable household monthly income is higher than 2.5 times of monthly rent.This is a yearly lease. Move-in date within three weeks. One-month deposit and first-month rent are required when moving in. Tenants pay all

    1307 Priory Cir, Winter Garden, FL 34787
  • /2

    $413,266 Sold Jul 28, 2025

    • 1,372 Sq Ft
    • $301/SF
    • 6 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2007

    2628 Balforn Tower Way, Winter Garden, FL 34787

    Seller may consider buyer concessions if made in an offer & This property QUALIFIES FOR A CREDIT UP TO $6450 through the seller's preferred lender ***Live like you are on vacation every day in the GUARD GATED / GOLF COMMUNITY of Stoneybrook West! Ideally located in the heart of Winter Garden, this MOVE-IN READY single story home offers a BRAND NEW ROOF (2025), thoughtful SPLIT BEDROOM LAYOUT,

    Jennifer Wemert WEMERT GROUP REALTY LLC

    2628 Balforn Tower Way, Winter Garden, FL 34787
    • /2

      Est $427,763 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,675 Sq Ft

      17640 Northlake Grove Dr, Winter Garden, FL 34787

      17640 Northlake Grove Dr, Winter Garden, FL 34787
  • /51

    $775,000

    • 5 Beds
    • 3 Baths
    • 3,082 Sq Ft

    13722 Fox Glove St, Winter Garden, FL 34787

    UPDATED WITH NEW BEAUTIFUL LAMINATE FLOORING IN MAIN AREAS!!! Welcome to this stunning 5 Bed, 3 Bath *POOL* home located on the 14TH HOLE in the esteemed community of Stoneybrook West in Winter Garden! Offering more than 3,000 square feet of living space, this residence combines elegance with functionality. You’ll be greeted by beautiful landscaping with stone accent columns as you walk up the

    NASTASSJA TOOMBS DENIZ REALTY PARTNERS LLC

    13722 Fox Glove St, Winter Garden, FL 34787
  • /26

    $2,590 per month

    • 3 Beds
    • 2.5 Baths
    • 1,916 Sq Ft
    • Townhouse for Rent

    1519 Priory Cir, Winter Garden, FL 34787

    Available now for quick move-in! 3 bedroom, 2.5 bathroom, 2 car garage, with loft! Located in Winter Garden’s desirable Westbrook town home community. Rent includes lawn, pest, washer, dryer, community pool, and playground. The living room features wood laminate flooring opening up to the covered screened-in patio! The large master suite features two walk-in closets and dual sink vanity. Two

    Morgan Horsley THE REAL ESTATE COLLECTION LLC

    1519 Priory Cir, Winter Garden, FL 34787
  • /2

    $555,000 Sold Jul 25, 2025

    • 2,608 Sq Ft
    • $213/SF
    • 4 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 2003

    14016 Fox Glove St, Winter Garden, FL 34787

    Resort-Style Living & Exceptional Value on the Golf Course in the Heart of Winter Garden!This move-in-ready and impeccably kept, four-bedroom, two-bath, single-story home offers the perfect blend of location, lifestyle, and comfort—situated on a serene, premium golf course-front lot overlooking the ladies' tee on hole 15 in the highly desirable, 24/7 guard-gated community of Stoneybrook

    Vi Mateo KELLER WILLIAMS WINTER PARK

    14016 Fox Glove St, Winter Garden, FL 34787
    • /11

      Est $550,516 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,148 Sq Ft

      17826 Sharp Pummelo Alley, Winter Garden, FL 34787

      17826 Sharp Pummelo Alley, Winter Garden, FL 34787
  • /30

    $740,000

    • 5 Beds
    • 3.5 Baths
    • 3,673 Sq Ft

    1349 Castleport Rd, Winter Garden, FL 34787

    MOTIVATED SELLER! Beautiful renovated home in Stoneybrook West community centrally located moments to Winter Garden Village/Fowlers Grove. Schools, shopping, restaurants, riding/walking trails near by. Quick commute to Orlando, area attractions and more. Two master suites with 3 additional bedrooms, loft area and large back yard area. The home has been meticulously maintained and all upstairs

    Andressa Baptista Steidl de Oliveira AUTHENTIC REAL ESTATE TEAM

    1349 Castleport Rd, Winter Garden, FL 34787
  • /15

    $3,000 per month

    • 4 Beds
    • 2 Baths
    • 2,258 Sq Ft
    • House for Rent

    14755 Masthead Landing Cir, Winter Garden, FL 34787

    Single story house with peaceful lake front view and fenced backyard. The interior consists of a living/dining room combination, split floor plan with four bedrooms, open kitchen, and family room. Complete application required with copy of applicant's driver's license. Complete credit reports for all adults required, proof of income (last two paystubs, last 2 months bank statements). Only 1 pet

    Susana Stutsman SUSANA JORDAN STUTSMAN

    14755 Masthead Landing Cir, Winter Garden, FL 34787
  • /2

    $790,000 Sold Jul 23, 2025

    • 3,219 Sq Ft
    • $245/SF
    • 35 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 2007

    2842 Balforn Tower Way, Winter Garden, FL 34787

    PRICE JUST REDUCED TO $799,000! WELCOME HOME TO STONEYBROOK WEST AND THIS STUNNING, IMMACULATE, 4 Bedroom, 3 Full Bath, 3219 htd sqft POOL home, situated on a PRIVATE, PREMIER, .33-acre CONSERVATION lot, with NO REAR NEIGHBORS, and nestled between BOTH Black Lake and Lake Tilden. The GUARD-GATED, LAKE-FRONT, GOLF Community of Stoneybrook West is one of the MOST SOUGHT-AFTER Neighborhoods in ALL

    Jay Kendall WATSON REALTY CORP

    2842 Balforn Tower Way, Winter Garden, FL 34787
    • /11

      Est $543,122 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 1,937 Sq Ft

      17832 Sharp Pummelo Alley, Winter Garden, FL 34787

      17832 Sharp Pummelo Alley, Winter Garden, FL 34787
  • /40

    $699,800

    • 4 Beds
    • 3 Baths
    • 3,359 Sq Ft

    15543 Pebble Ridge St, Winter Garden, FL 34787

    Popular Stoneybrook West Subdivision - A gated golf community with 2255 homes. 2 Story, 4 Bedrooms, 3 Full Baths. Master is upstairs, huge bedroom, with walk in closet and master bath. A large 27x24 Bonus room over 3 Car Garage. One bedroom with guest bath downstairs also LR, DR, FR, Kitchen and Laundry. Off the master bedroom is a 12x22 Deck overlooking the screened pool and golf course. Nice

    Paul McGarigal RE/MAX SELECT GROUP

    15543 Pebble Ridge St, Winter Garden, FL 34787
  • /49

    $5,000 per month

    • 4 Beds
    • 3.5 Baths
    • 2,605 Sq Ft
    • House for Rent

    17552 Lake Star Rd, Winter Garden, FL 34787

    Discover your dream of living in a spectacular, new home located in the coveted Horizon West area of Winter Garden! Imagine enjoying life in this stunning 4-bedroom, 3-bathroom residence with a 3-car garage. Designed with a touch of modernity and a light color palette, this architectural marvel stands out for its open space concept. Brightness spreads through every corner, complemented by a dream

    Daniel Pavel WRA BUSINESS & REAL ESTATE

    17552 Lake Star Rd, Winter Garden, FL 34787
  • /2

    $483,500 Sold Jul 16, 2025

    • 1,755 Sq Ft
    • $275/SF
    • 35 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 2003

    2407 Oakington St, Winter Garden, FL 34787

    Experience the perfect blend of modern upgrades and serene waterfront living in this beautifully updated 4-bedroom, 2-bathroom home nestled in the guard-gated community of Stoneybrook West. Property Highlights:• Size: 1,755 sq ft• Bedrooms/Bathrooms: 4 bedrooms, 2 bathrooms• Renovations: Completely renovated in 2022, featuring updated kitchen and bathrooms with quartz

    Brenda Anglada RE/MAX PRIME PROPERTIES

    2407 Oakington St, Winter Garden, FL 34787
    • /2

      Est $432,795 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,668 Sq Ft

      17610 Northlake Grove Dr, Winter Garden, FL 34787

      17610 Northlake Grove Dr, Winter Garden, FL 34787
  • /42

    $719,000

    • 5 Beds
    • 3 Baths
    • 3,887 Sq Ft

    13900 Fox Glove St, Winter Garden, FL 34787

    Price Reduction! Seller is motivated! Brand new roof June 2025! Beautiful specious family home well maintained, southern views over the golf course!Welcome to your new home in the sought-after Stoneybrook West Golfing Community! The lovely 5-bedroom, 3-bathroom home is situated in St Andrews. Walking inside this spacious residence with over 3700 sq ft of space, you'll be welcomed

    Donna Ramsden SELECT ESTATES, LLC

    13900 Fox Glove St, Winter Garden, FL 34787
  • /29

    $2,800 per month

    • 3 Beds
    • 2.5 Baths
    • 1,668 Sq Ft
    • Townhouse for Rent

    17789 Japonica Bloom Dr, Winter Garden, FL 34787

    Welcome to this marvelous brand-new house, corner and spacious lot, perfect for living at the Northlake Townhomes in Winter Garden! It features 3 bedrooms, 2.1 bathrooms, an open concept floor with a comfortable living room, dining room, a large kitchen with an island, breakfast bar, elegant cabinets and granite countertops leading to a private rear courtyard and a detached 2-car garage. The

    Ligia Coelho WRA BUSINESS & REAL ESTATE

    17789 Japonica Bloom Dr, Winter Garden, FL 34787
  • /2

    $610,000 Sold Jul 16, 2025

    • 2,153 Sq Ft
    • $283/SF
    • 101 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 2005

    15144 Spinnaker Cove Ln, Winter Garden, FL 34787

    *Video and 3D walkthrough available* THE SELLER IS OFFERING TO EITHER REPLACE THE AIR CONDITIONER BEFORE CLOSING OR GIVE AN $8,500 CREDIT WITH A FULL PRICE OFFER. Are you looking for a piece of paradise around Winter Garden? This home is your answer; it begins when you drive through the main gate, as you are welcomed by the Palm trees, the seasonal flowers and the two ponds on each side of the

    Tennille Biggers KELLER WILLIAMS ELITE PARTNERS III REALTY

    15144 Spinnaker Cove Ln, Winter Garden, FL 34787
    • /2

      Est $429,122 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,675 Sq Ft

      11109 Lime Flower Dr, Winter Garden, FL 34787

      11109 Lime Flower Dr, Winter Garden, FL 34787
  • /66

    $675,000 Pending

    • 4 Beds
    • 3 Baths
    • 3,279 Sq Ft

    2549 Balforn Tower Way, Winter Garden, FL 34787

    Under contract-accepting backup offers. Video and 3D walkthrough available! Welcome to a neighborhood unlike any other in Winter Garden! Stoneybrook West has a 24-hour guarded gate, a 7,700 square foot town center, Olympic-sized swimming pool with splash zone, fitness center, playground, tennis courts, basketball courts, pickleball courts, fishing/viewing pier, private boat ramp, and a community

    Tennille Biggers KELLER WILLIAMS ELITE PARTNERS III REALTY

    2549 Balforn Tower Way, Winter Garden, FL 34787
  • /2

    $733,000 Sold Jul 14, 2025

    • 2,617 Sq Ft
    • $280/SF
    • 15 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 2002

    2359 Baronsmede Ct, Winter Garden, FL 34787

    Tucked away in a peaceful cul-de-sac behind the 24/7 guarded gates of Stoneybrook West, this beautifully maintained single-story pool home offers an exceptional opportunity in one of Winter Garden’s most sought-after communities. With major updates already completed, including a brand-new tile roof installed less than a year ago, a newer AC unit, and a recently replaced water heater, this home is

    Ronald Ziolkowski RE/MAX PRIME PROPERTIES

    2359 Baronsmede Ct, Winter Garden, FL 34787
    • /2

      Est $420,350 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,624 Sq Ft

      Unlisted Address

      Unlisted Address
  • /38

    $530,000

    • 3 Beds
    • 2 Baths
    • 2,190 Sq Ft

    14708 Masthead Landing Cir, Winter Garden, FL 34787

    MOVE-IN READY | FENCED BACKYARD | MOTIVATED SELLER | GATED & GUARDED COMMUNITYWelcome to Stoneybrook West, one of Winter Garden’s most sought-after guard-gated communities. This corner-lot home is move-in ready and has been thoughtfully updated by its current owners, including new flooring and fresh interior paint, making it feel light, bright, and refreshed.The exterior boasts a

    Erica Diaz HOMEVEST REALTY

    14708 Masthead Landing Cir, Winter Garden, FL 34787

Showing Results 1 - 40, Page 1 of 18

Home Trends in Stoneybrook West, FL

Housing Trends

Median Sale Price
$560,000
Median Single Family Sale Price
$610,000
Median Townhouse Sale Price
$380,000
Average Price Per Sq Ft
$247
Number of Homes for Sale
14
Last 12 months Home Sales
56
Months of Supply
3.00
Median List Price
$597,500
Median Change From 1st List Price
4%
Median Home Sale Price YoY Change
-4%
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