1,605

Orange, FL Homes

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  • /49

    $720,000

    • 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

    $1,775 - $2,760 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

    $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
    • /10

      Est $358,138 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

    $580,000

    • 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
  • /15

    $3,200 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

    $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
    • /9

      Est $368,222 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
  • /24

    $720,000 Pending

    • 5 Beds
    • 2.5 Baths
    • 3,410 Sq Ft

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

    Under contract-accepting backup offers. 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

    Johnathan Lam NATIONAL REAL ESTATE LLC

    13716 Fox Glove St Unit 4, Winter Garden, FL 34787
  • /7

    $3,250 per month

    • 4 Beds
    • 2 Baths
    • 2,200 Sq Ft
    • House for Rent

    14708 Masthead Landing Cir, Winter Garden, FL 34787

    Beautiful home in a gated community. It has 3 bedrooms with a fourth that can be an office. New vinyl and carpeting through out. Living room has a gas fireplace. Large fenced in yard. Two car garage and outside security cameras! In the Whispering Oaks Elementary school district.

    14708 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
    • /2

      Est $815,525 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
  • /47

    $699,000

    • 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
  • /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 $422,400 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
  • /42

    $775,000 Open Sat 12PM - 2PM

    • 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
  • /46

    $3,900 per month

    • 5 Beds
    • 3 Baths
    • 2,945 Sq Ft
    • House for Rent

    13909 Eylewood Dr, Winter Garden, FL 34787

    Stunning 5-Bedroom Home for Rent in Stoneybrook West – Winter GardenSOLAR PANELS INCLUDED! Your power bill will be very low. Located in one of Winter Garden’s most sought-after gated communities, this beautifully furnished two-story home offers 5 bedrooms, 3.5 bathrooms, and an unbeatable blend of comfort and luxury.Step into a bright, open floor plan with soaring

    Umberto Da Cunha Neto WRA BUSINESS & REAL ESTATE

    13909 Eylewood 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 $437,172 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
  • /43

    $710,000

    • 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
  • /14

    $2,700 per month

    • 3 Beds
    • 2 Baths
    • 1,788 Sq Ft
    • House for Rent

    11141 Green Citron Alley, Winter Garden, FL 34787

    This incredible property is perfect for both small and large families, offering a spacious open floor concept that creates a welcoming and airy atmosphere throughout the home. The master bedroom is thoughtfully situated away from the other rooms, ensuring privacy and tranquility, and it boasts a generous size, providing a comfortable retreat for relaxation. The home is nestled in a quiet and

    Carlos Torres MIAMI PRO BROKERS, LLC

    11141 Green Citron Alley, 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
    • /11

      Est $554,452 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
  • /56

    $769,900

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

    13722 Fox Glove St, Winter Garden, FL 34787

    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 pavered driveway to the front door. Step inside to the open

    NASTASSJA TOOMBS DENIZ REALTY PARTNERS LLC

    13722 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

    $700,000 Sold Jul 11, 2025

    • 2,900 Sq Ft
    • $241/SF
    • 55 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 2004

    2602 Shirehall Ln, Winter Garden, FL 34787

    Welcome to this stunning Fully Renovated beautifully 4-bedroom, 3-bathroom home in the prestigious STONEYBROOK WEST, a sought-after golf course community with 24-hour security. As you step inside, you’re greeted by a spacious living area, seamlessly connected to the formal dining room, setting the tone for an elegant and inviting home. Moving forward, the heart of the home unfolds— a beautiful

    Miriam Rogacheski THE FLORIDA LOUNGE REALTY LLC

    2602 Shirehall Ln, Winter Garden, FL 34787
    • /11

      Est $546,057 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
  • /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
  • /2

    $775,000 Sold Jun 27, 2025

    • 3,102 Sq Ft
    • $250/SF
    • 6 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 2002

    1467 Selbydon Way, Winter Garden, FL 34787

    MOVE IN READY HOME on a cul-de-sac in Winter Garden’s desirable Stoneybrook West community! This home features 4 beds, 3 baths, an office/flex space, formal living and dining rooms, family room, bonus room, plantation shutters, Tesla Solar Panels with power walls that are PAID OFF, on a NEW ROOF, covered patio, screened in pool with a summer kitchen and this home is on the 9th tee of the

    Eve Metlis WATSON REALTY CORP

    1467 Selbydon Way, Winter Garden, FL 34787
    • /2

      Est $447,188 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
  • /40

    $709,800

    • 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
  • /2

    $761,250 Sold Jun 26, 2025

    • 3,014 Sq Ft
    • $253/SF
    • 20 Days On Market
    • 5 Beds
    • 3 Baths
    • Built 2003

    2704 Gorst Rd Unit 4, Winter Garden, FL 34787

    Resort-style living awaits behind the gates of Stoneybrook West! This stunning Canterbury II model is set on a premium pond-front lot and features a custom-built pool resurface (2021), offering over 3,000 sq ft of beautifully updated space designed for modern living and effortless entertaining.With five spacious bedrooms, this home features plantation shutters throughout, soaring

    Robert Schott TEAMCONNECT REALTY LLC

    2704 Gorst Rd Unit 4, Winter Garden, FL 34787
    • /2

      Est $436,245 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
  • /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
  • /2

    $560,000 Sold Jun 23, 2025

    • 2,346 Sq Ft
    • $239/SF
    • 1 Day On Market
    • 4 Beds
    • 2 Baths
    • Built 2003

    2710 Gorst Rd, Winter Garden, FL 34787

    PRO PICS UPLOADED TOMORROW , I wouldn't wait. An exceptional value in the heart of Winter Garden, this spacious four-bedroom, single-story home is ideally positioned on a serene, premium pond-front lot within the highly sought-after 24/7 guard-gated community of Stoneybrook West. Thoughtfully maintained and upgraded throughout, this residence offers true peace of mind with major components

    Ronald Ziolkowski RE/MAX PRIME PROPERTIES

    2710 Gorst Rd, Winter Garden, FL 34787
    • /2

      Est $424,988 Not Listed For Sale

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

      Unlisted Address

      Unlisted Address
  • /48

    $675,000 Pending

    • 5 Beds
    • 3.5 Baths
    • 3,074 Sq Ft

    1208 Castleport Rd, Winter Garden, FL 34787

    Under contract-accepting backup offers. *PRICE IMPROVEMENT! Introducing a stunning new addition to the real estate market! This extraordinary 5 bedroom, 3 1/2 Bath property offers a perfect blend of elegance, sophistication, and modernity. Nestled in a highly desirable Golf Community, this house presents an enviable lifestyle for families or individuals seeking luxury living. Step inside to the

    Barbara Waltman KELLER WILLIAMS CLASSIC

    1208 Castleport Rd, Winter Garden, FL 34787
  • /2

    $855,000 Sold Jun 12, 2025

    • 3,864 Sq Ft
    • $221/SF
    • 72 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 2001

    1215 Castleport Rd, Winter Garden, FL 34787

    Welcome to 1215 Castleport Road, a beautiful 2-story single-family home nestled in a sought-after guard-gated community that combines tranquility with sophistication. This spacious property features four bedrooms and three bathrooms, offering the perfect blend of comfort and style.As you step through the front door, you are greeted by the warmth of vinyl plank flooring that seamlessly flows

    James Tate, PA WAYPOINT REAL ESTATE GROUP INC

    1215 Castleport Rd, Winter Garden, FL 34787
    • /2

      Est $433,983 Not Listed For Sale

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

      11129 Lime Flower Dr, Winter Garden, FL 34787

      11129 Lime Flower Dr, Winter Garden, FL 34787

Showing Results 1 - 40, Page 1 of 18

Home Trends in Stoneybrook West, FL

Housing Trends

Median Sale Price
$452,000
Median Single Family Sale Price
$432,000
Median Townhouse Sale Price
$2,370,000
Median 2 Bedroom Sale Price
$540,000
Median 1 Bedroom Sale Price
$240,000
Average Price Per Sq Ft
$331
Number of Homes for Sale
6
Last 12 months Home Sales
91
Months of Supply
0.80
Median List Price
$479,900
Median Change From 1st List Price
1%
Median Home Sale Price YoY Change
22%
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