27

Homes for Sale near Whispering Oak Elementary

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  • /28

    $525,000

    $10K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,170 Sq Ft

    1343 Castleport Rd, Winter Garden, FL 34787

    Welcome to this beautifully landscaped 3-bedroom, 2-bathroom home in the 24-hour guard-gated Stoneybrook West community. Featuring a split-bedroom floor plan, the layout includes a versatile flex room ideal for a home office or den. The kitchen is equipped with white appliances and granite countertops and flows easily into the main living spaces, with ceiling fans installed throughout the home

    Agent Photo

    Kristi Matthew

    CENTURY 21 CARIOTI

    1343 Castleport Rd, Winter Garden, FL 34787
  • /85

    $975,000

    • 4 Beds
    • 3.5 Baths
    • 3,101 Sq Ft

    17242 Lake Star Rd, Winter Garden, FL 34787

    Better Than New! Welcome to this stunning Ashton Woods Griffin II residence, completed in 2024 and located in the highly desirable Northlake at Ovation community in Winter Garden. Situated on a premium homesite with no rear neighbors, this beautifully upgraded home offers exceptional privacy, open green space views, and the perfect blend of luxury, comfort, and modern design. Featuring 4

    Carlos Firmi Firmino da Silva Junior SANMO REALTY, INC

    17242 Lake Star Rd, Winter Garden, FL 34787
  • /36

    $435,000

    $15K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,296 Sq Ft

    15187 Harrowgate Way, Winter Garden, FL 34787

    Location! Location! Welcome to this wel maintained 3 beds 2 bath single family home located in the desirable community of Stone Creek in Winter Garden. This home offers a spacious living room, dining area, spacious master bedroom with double sink and walking closet, 2 extra bedrooms and sharing bath, 2 car garage, screened porch and generous fenced back yard. This property is convenient located

    Maria Howard CHARLES RUTENBERG REALTY INC

    15187 Harrowgate Way, Winter Garden, FL 34787
  • /44

    $474,000

    $81K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 2,383 Sq Ft

    2609 Slagrove Ct Unit 4, Winter Garden, FL 34787

    Welcome to Stoneybrook West, a gated golf community located in the heart of Winter Garden. This single-story home sits on an oversized cul-de-sac lot and features 2,383 square feet of living space with a 4-bedroom, 2-bath split floor plan. Inside, the home offers open living and dining areas with high ceilings, along with a kitchen and family room combo that provides easy access to the covered

    Christian Dyas THE REAL ESTATE COLLECTION LLC

    2609 Slagrove Ct Unit 4, Winter Garden, FL 34787
  • /36

    $659,000

    $16K PRICE DROP
    • 5 Beds
    • 3 Baths
    • 2,812 Sq Ft

    1209 Castleport Rd, Winter Garden, FL 34787

    Welcome to 1209 Castleport Rd — your next chapter in Stoneybrooke West, a gorgeous golf-course community where everyday feels like a getaway. From the moment you arrive you’ll love the manicured fairways, peaceful walking paths, and neighborhood pride that make this community stand out. Step inside and imagine family mornings and movie nights in the bright, open living spaces. This home offers 5

    Angela Magac THE PROPERTY STOP LLC

    1209 Castleport Rd, Winter Garden, FL 34787
  • /46

    $709,900

    Open Sat 11AM - 2PM
    • 5 Beds
    • 3 Baths
    • 2,918 Sq Ft

    1642 Chandelle Ln, Winter Garden, FL 34787

    Welcome to this beautifully maintained 5-bedroom, 3-bathroom single-story home in the highly sought-after gated community of Belle Meade — zoned for Whispering Oak Elementary (10/10 GreatSchools rating, top 5% of all schools in Florida), SunRidge Middle, and West Orange High School. With 2,918 square feet of thoughtfully designed living space, a 3-car garage, and a fenced corner lot spanning 0.27

    Nikhil Vashist THE FLORIDA PROPERTY SHOP SALE

    1642 Chandelle Ln, Winter Garden, FL 34787
  • /33

    $475,000

    $20K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,628 Sq Ft

    2281 Oakington St, Winter Garden, FL 34787

    Move-in ready home located in the highly desirable guard-gated community of Stoneybrook West. This well-maintained property offers a bright and open layout with a functional split-bedroom floor plan designed for comfortable everyday living.The spacious primary suite features a walk-in closet, dual vanities, soaking tub, separate shower, A flexible bonus area just off the suite can easily

    Huizi Li MULTI CHOICE REALTY LLC

    2281 Oakington St, Winter Garden, FL 34787
  • /17

    $565,000

    $15K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 2,258 Sq Ft

    14755 Masthead Landing Cir, Winter Garden, FL 34787

    Located in the highly desirable Stoneybrook West community, this beautifully maintained 4-bedroom, 2-bath home offers the perfect blend on comfort, style, and convenience. Featuring a newer roof installed in 2019, brand-new 2025 central air conditioning system, newer refrigerator, new range/oven, and new dishwasher. The home welcomes you with abundant natural light, an open concept layout, and

    Susana Stutsman SUSANA JORDAN STUTSMAN

    14755 Masthead Landing Cir, Winter Garden, FL 34787
  • /68

    $910,000

    • 5 Beds
    • 4 Baths
    • 3,505 Sq Ft

    15878 Citrus Grove Loop, Winter Garden, FL 34787

    Welcome to Hickory Hammock in famous Winter Garden. This 5 bedroom, 4 bath home features wood look plank tile flooring throughout the ground level, with wood ceiling beams and custom built in cabinetry in the family room. With dual water views this lovely home is situated a short distance to the amenity rich clubhouse, with zero entry pool, indoor lounge with kitchen, tennis courts, volleyball

    Hardy Edwards, III BHHS FLORIDA REALTY

    15878 Citrus Grove Loop, Winter Garden, FL 34787
  • /29

    $515,000

    $20K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,804 Sq Ft

    1061 Portmoor Way, Winter Garden, FL 34787

    Welcome to 1061 Portmoor Way, a single-story 4-bedroom, 2-bathroom home located in the highly desirable Stoneybrook West community—a 24-hour manned, guard-gated golf community known for its resort-style living. This home features inviting modern living spaces that flow seamlessly to a fully fenced backyard with a patio, creating the perfect setting for outdoor relaxation and entertaining. New

    Lisa Reed ENGEL & VOLKERS CLERMONT

    1061 Portmoor Way, Winter Garden, FL 34787
  • /25

    $477,000

    • 4 Beds
    • 2.5 Baths
    • 2,029 Sq Ft

    1906 Sherbourne St, Winter Garden, FL 34787

    Experience luxury living in one of Winter Garden’s most desirable areas. This beautifully upgraded single-family home offers 4 spacious bedrooms and 2.5 elegant bathrooms, blending modern comfort with timeless sophistication. From the moment you step inside, you are welcomed by an open-concept design filled with natural light, enhanced by high-quality porcelain tile flooring throughout, adding

    Esperanza Valencia LPT REALTY, LLC

    1906 Sherbourne St, Winter Garden, FL 34787
  • /31

    $829,900

    $63K PRICE DROP
    • 5 Beds
    • 2.5 Baths
    • 3,954 Sq Ft

    13412 Fox Glove St, Winter Garden, FL 34787

    WOW!!! OVER $60,000 RECENT PRICE REDUCTION!! BRAND NEW AC SYSTEM INSTALLED LAST WEEK (7/2/26) Experience refined Florida living in this beautifully enhanced home located within a highly desirable golf course community. The property offers both style and peace of mind with a roof replaced just five years ago and a recently sealed and painted exterior. Inside, the home is designed for both comfort

    juli onorata CHARLES RUTENBERG REALTY ORLANDO

    13412 Fox Glove St, Winter Garden, FL 34787
  • /44

    $525,000

    • 3 Beds
    • 2.5 Baths
    • 2,444 Sq Ft

    1158 Orange Season Ln, Winter Garden, FL 34787

    Located in the gated community of Hickory Hammock, this beautiful corner-unit townhouse offers 3 bedrooms, 2.5 bathrooms, and a spacious upstairs loft perfect for a home office, media room, or flex space. This well-maintained home features stylish upgrades throughout, including wood-look ceramic tile downstairs and engineered hardwood flooring upstairs, along with brand-new paint and carpet for a

    Tracey McFadden OAK AVENUE REAL ESTATE LLC

    1158 Orange Season Ln, Winter Garden, FL 34787
  • /66

    $699,900

    $70K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,931 Sq Ft

    15665 Citrus Harvest Rd, Winter Garden, FL 34787

    MOVE-IN READY | CONSERVATION LOT with SERENE LAKE BURNETT INLET VIEWS | GATED COMMUNITY | Welcome to this beautifully upgraded 4-bedroom, 2.5-bath home offering nearly 3,000 square feet of living space on a **PREMIUM CONSERVATION LOT** in the highly sought-after GATED COMMUNITY of HICKORY HAMMOCK. Perfectly positioned across from a PARK WITH SITTING BENCHES and sidewalk and next to a LUSH GREEN

    Janelle Conway CARIS REALTY AND INVESTMENTS INC

    15665 Citrus Harvest Rd, Winter Garden, FL 34787
  • /73

    $870,000

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

    17606 Lake Star Rd, Winter Garden, FL 34787

    Luxury Home for Sale in Winter Garden – Lake View Be enchanted by this beautiful contemporary residence, located in one of the most desirable areas of Winter Garden. This property combines elegance, comfort, and functionality in every detail, offering 4 bedrooms, 3 full bathrooms, and 1 powder room, with spacious and integrated environments in a modern open concept, enhanced by large windows that

    Daniel Pavel WRA BUSINESS & REAL ESTATE

    17606 Lake Star Rd, Winter Garden, FL 34787
  • /25

    $395,000

    • 3 Beds
    • 2.5 Baths
    • 1,916 Sq Ft

    15511 Campden St, Winter Garden, FL 34787

    Located in the Stoneybrook West area of Winter Garden. Large townhouse offering 3 bedrooms and 2.5 bathrooms upgraded with ceramic tile floors on first floor, granite counter tops, and updated stainless steel appliances. Newer air conditioning system. The townhouses at Westbrook have new roofs and exterior paint. Community pool/playground and excellent schools.

    Susana Stutsman SUSANA JORDAN STUTSMAN

    15511 Campden St, Winter Garden, FL 34787
  • /45

    $619,900

    • 3 Beds
    • 2 Baths
    • 1,860 Sq Ft

    15587 Hamlin Blossom Ave, Winter Garden, FL 34787

    SHOW STOPPER! Welcome to 15587 Hamlin Blossom - in the highly sought-after gated community of HICKORY HAMMOCK. A rare find, this Ashford model by M/I Homes is one of only six Ashford floor plans built in the community. Every detail of the 1860 sq. ft has been thoughtfully designed and meticulously cared-for, creating a TURNKEY experience unlike any other. Start off on your paver driveway and

    Michelle Zimmerman LOKATION

    15587 Hamlin Blossom Ave, Winter Garden, FL 34787
  • /55

    $840,000

    • 7 Beds
    • 4 Baths
    • 4,688 Sq Ft

    15130 Ovation Dr, Winter Garden, FL 34787

    Virtually Staged. Discover 15130 Ovation Dr, recently enhanced with a new roof and partial flooring replacement, setting a fresh tone for the residence. The kitchen is equipped with all stainless steel appliances. The primary bedroom contains a walk in closet, while its bathroom includes double sinks and a separate tub and shower. Exterior amenities feature a covered patio and an in ground pool.

    Karen Albright OPENDOOR BROKERAGE LLC

    15130 Ovation Dr, Winter Garden, FL 34787
  • /50

    $999,000

    $51K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 2,605 Sq Ft

    17552 Lake Star Rd, Winter Garden, FL 34787

    Welcome to this stunning brand-new single-story home, perfectly located in the sought-after Horizon West community in Winter Garden. This 4-bedroom, 3-bath residence with a 2-car garage combines modern design, energy efficiency, and a lifestyle of comfort and elegance. Step inside and be amazed by the bright open-concept floorplan, highlighted by natural light and a fresh, modern color palette.

    Daniel Pavel WRA BUSINESS & REAL ESTATE

    17552 Lake Star Rd, Winter Garden, FL 34787
  • /38

    $530,000

    • 3 Beds
    • 2.5 Baths
    • 1,911 Sq Ft

    15680 Orange Harvest Loop, Winter Garden, FL 34787

    Welcome to your own private retreat, where every day feels like a vacation. Nestled within a gated community with no direct rear neighbors, providing added privacy and open space behind the home, this beautifully maintained 3-bedroom, 2.5-bath townhouse, built in 2016, offers over 2,200 square feet of thoughtfully designed living space, a spacious 2-car garage, and premium upgrades throughout.

    Megan Hedrick Mark Spain Real Estate

    15680 Orange Harvest Loop, Winter Garden, FL 34787
  • /85

    $980,000

    • 5 Beds
    • 4 Baths
    • 4,111 Sq Ft

    2106 Black Lake Blvd, Winter Garden, FL 34787

    WELCOME TO PARADISE!! Golf-course living, lake access and resort-style amenities come together at 2106 Black Lake Boulevard in guard-gated Stoneybrook West Community. Set directly on the golf course, this impressive two-story residence offers more than 4,100 square feet of flexible living space with five bedrooms, four full bathrooms, an oversized bonus room and a three-car garage. Designed for

    Israel Gross Saraiva RED SASH REALTY LLC

    2106 Black Lake Blvd, Winter Garden, FL 34787
  • /30

    $489,990

    • 4 Beds
    • 2 Baths
    • 1,867 Sq Ft

    2227 Oakington St, Winter Garden, FL 34787

    Welcome to this beautifully maintained 4-bedroom, 2-bath home located in the highly desirable gated golf community of Stoneybrook West in Winter Garden. This move-in-ready residence features an open and spacious floor plan with separate living and dining areas, high ceilings, abundant natural light, and ceramic tile throughout. The upgraded kitchen offers granite countertops, ample cabinet space,

    Milena Nunez REALTY ONE GROUP EVOLUTION

    2227 Oakington St, Winter Garden, FL 34787
  • /45

    $599,900

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

    1801 Burdock Dr, Winter Garden, FL 34787

    Callaway Model built by Taylor Morrison Home: Welcome home to this beautifully maintained residence offering exceptional curb appeal and timeless Florida charm. From the moment you arrive, you'll appreciate the attractive paver driveway, manicured landscaping, lush lawn, and welcoming covered front porch accented by elegant columns and mature palm trees.The home's inviting exterior showcases

    Tracy Hampstead PREFERRED REAL ESTATE BROKERS

    1801 Burdock Dr, Winter Garden, FL 34787
  • /37

    $699,900

    $40K PRICE DROP
    • 5 Beds
    • 3.5 Baths
    • 3,391 Sq Ft

    13728 Fox Glove St, Winter Garden, FL 34787

    Welcome to 13728 Fox Glove St, a MOVE-IN READY luxury home on the 14th hole in the guard-gated golf community of Stoneybrook West in Winter Garden. This 5-bedroom, 3.5-bath home offers nearly 3,400 sq ft with soaring ceilings, abundant natural light, and an open-concept layout perfect for living and entertaining. Neutral tones create a bright, timeless feel throughout. Enjoy seamless

    Crystal Duckworth CRYSTAL CLEAR REALTY LLC

    13728 Fox Glove St, Winter Garden, FL 34787
  • /32

    $725,000

    • 5 Beds
    • 4 Baths
    • 3,435 Sq Ft

    1830 Burdock Dr, Winter Garden, FL 34787

    Virtually Staged. Lender Credit of 1% (of loan amount) toward closing costs or rate buy-down (inquire for more info). Welcome to CARRIAGE POINT, a GATED Winter Garden community offering an exceptional location and a thoughtfully designed floor plan. This two-story POOL home delivers the space today’s buyers crave, room for everyone, from dedicated home offices to flexible living and guest areas.

    Justin Core EXP REALTY LLC

    1830 Burdock Dr, Winter Garden, FL 34787
  • /90

    $1,100,000

    • 5 Beds
    • 4 Baths
    • 3,617 Sq Ft

    16044 Citrus Knoll Dr, Winter Garden, FL 34787

    Welcome to this exceptional pool home in the highly sought-after gated community of Hickory Hammock in Winter Garden. Offering more than 3,600 square feet beautifully designed living space, this impressive five bedroom, four bathroom, 4 car garage residence blends timeless elegance with everyday functionality. From the moment you step inside, you'll be captivated by soaring ceilings, georgous

    Kaitlin Sidders HOGAN REALTY GROUP INC

    16044 Citrus Knoll Dr, Winter Garden, FL 34787
  • /41

    $720,000

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

    1349 Castleport Rd, Winter Garden, FL 34787

    This beautiful renovated 5-bedroom home located in the guard-gated golf community of Stoneybrook West, in Winter Garden, offers two primary suites, three additional bedrooms, and a large loft/flex space, ideal for multi-generational living or a home office. New stair and loft railings have been installed to enhance safety and functionality. The open-concept floor plan features abundant natural

    Dianna Desboyaux DOUGLAS ELLIMAN

    1349 Castleport Rd, Winter Garden, FL 34787
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