166

Homes for Sale near Lakeview Middle

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  • /9

    $149,900

    • 3 Beds
    • 2 Baths
    • 1,568 Sq Ft

    790 Hyde Park Cir W Unit 381, Winter Garden, FL 34787

    This is a beautifully maintained Palm Harbor home in our 55+, land leased community. The storage is phenomenal and countless upgrades are offered. The roof is new and the HVAC is recent. The Kitchen features abundant workspace with newer black appliances. The bedrooms are spacious with a stunning custom built closet for your needs. The Corner lot is lovely with lush landscaping and a pleasing

    Sandra Bergman Cove Communities

    790 Hyde Park Cir W Unit 381, Winter Garden, FL 34787
  • /12

    $799,999

    • 5 Beds
    • 3 Baths
    • 3,413 Sq Ft

    16 Oakland Pointe Cir, Oakland, FL 34760

    Move-in-ready, airy and spacious 3,413-sq-ft home just two blocks from downtown Oakland, West Orange trail and directly across from Lake Apopka. Step into a home where character meets comfort and sophistication. Adorned with vibrant Tabebuia trees and blooming gardens, this property is a true gem. Every detail here tells a story of charm and warmth. Built in 1998 and fully updated with new

    Jack Keller JACK KELLER INC

    16 Oakland Pointe Cir, Oakland, FL 34760
  • /59

    $525,000

    $20K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,204 Sq Ft

    2259 White Feather Loop, Oakland, FL 34787

    INCREDIBLE OPPORTUNITY to own this stunningly gorgeous 4 bedroom 2.5 bathroom corner lot home in the HIGHLY DESIRABLE community of Oakland Trails! Boasting over 2200 sq. feet of living space this 2017 built gem is amply equipped to meet the needs of families of all sizes and is gushing with stylistic appeal! Enter the home into a bright and positive feeling OPEN CONCEPT GREAT ROOM highlighted by

    Chuck Burt YOUNG REAL ESTATE

    2259 White Feather Loop, Oakland, FL 34787
  • /14

    $1,137,150

    New Construction
    • 4 Beds
    • 3.5 Baths
    • 2,995 Sq Ft

    642 Medora Way, Winter Garden, FL 34787

    Under Construction. Under Construction. Under Construction. Welcome to Lakeview Village, an exclusive new community by award-winning Davila Homes, featuring just 40 luxury residences crafted with exceptional attention to detail. Each home is thoughtfully designed to blend comfort, durability, and timeless architectural elegance. Introducing The Palmetto floor plan, offering 4 bedrooms, 3

    Tatiana Souza DAVILA HOMES

    642 Medora Way, Winter Garden, FL 34787
  • /50

    $1,399,000

    $51K PRICE DROP
    • 7 Beds
    • 4 Baths
    • 4,700 Sq Ft

    1698 Juniper Hammock St, Winter Garden, FL 34787

    Welcome to an extraordinary Winter Garden retreat where luxury, flexibility, and resort-style living come together in one remarkable residence. Situated on a premium corner lot, this expansive 7-bedroom, 4-bath home offers over-the-top living spaces designed for entertaining, multi-generational living, and creating unforgettable memories. Step inside to soaring ceilings, abundant natural light,

    Lynelle Adams WEICHERT REALTORS HALLMARK PRO

    1698 Juniper Hammock St, Winter Garden, FL 34787
  • /20

    $177,900

    $1K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 840 Sq Ft

    304 Eron Way Unit 2, Winter Garden, FL 34787

    Priced to sell!! Gorgeous 2 bedrooms-2 bathrooms Corner property condominium in Winter Garden. Open floorplan with a living/dining room combo. Nice size eat in kitchen with kitchen counters for additional seating. All appliances included Refrigerator, stove, dishwater, microwave, washer and dryer. Primary bedroom features private full bathroom2 assigned parking spots, community swimming pool,

    Asif (Steven) Kassim LIBERTY HOME SALES INC

    304 Eron Way Unit 2, Winter Garden, FL 34787
  • /7

    $400,000

    • Land
    • 1.8 Acres
    • $222,222 per Acre

    12325 & 12303 Stagg Rd, Winter Garden, FL 34787

    Winter Garden 2 lots surrounded by commercial/industrial properties. Close to Highway 50, the Turnpike, and SR 429.

    Matine Pawlicki CENTURY 21 CARIOTI

    12325 & 12303 Stagg Rd, Winter Garden, FL 34787
  • /52

    $1,499,999

    $300K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 3,507 Sq Ft

    241 N Dillard St, Winter Garden, FL 34787

    Seller financing opportunity!!! Welcome to a Once-in-a-Lifetime Opportunity in the Heart of Downtown Winter Garden. Set on a lot boasting an expansive 214 feet of frontage, a rare and highly sought after feature that enhances both privacy and presence. Nestled beneath the shade of enchanting oak trees, this stately residence sits proudly on a rare triple lot in one of Central Florida’s most

    Erica Diaz HOMEVEST REALTY

    241 N Dillard St, Winter Garden, FL 34787
  • /10

    $90,000

    • 3 Beds
    • 2 Baths
    • 1,152 Sq Ft

    1012 Royal Citrus Ct Unit 441, Winter Garden, FL 34787

    PRICE REDUCTION ON this Beautiful home in our 55+ land leased community. The home sits on a cul de sac with a unique view of one of our ponds. Very quiet and serene setting. The floorplan is split and excellent for entertaining guests. Roof is in great condition and the A/C was installed this year. There is a double wide driveway for convenient parking. Lovely laminate flooring in main living

    Sandra Bergman Cove Communities

    1012 Royal Citrus Ct Unit 441, Winter Garden, FL 34787
  • /46

    $815,000

    • 4 Beds
    • 4 Baths
    • 3,580 Sq Ft

    925 Bainbridge Loop, Winter Garden, FL 34787

    Virtually Staged. Welcome to Covington Chase, one of the most sought-after communities in Winter Garden, just minutes from the charm and energy of historic downtown. Situated on an oversized 0.38-acre lot, this 4-bedroom, 4 full bathroom home offers a rare combination of space, functionality, and flexibility. The fully fenced backyard provides plenty of room to relax, entertain, or create your

    Erica Diaz HOMEVEST REALTY

    925 Bainbridge Loop, Winter Garden, FL 34787
  • /52

    $289,000

    $31K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,551 Sq Ft

    661 Fortanini Cir, Ocoee, FL 34761

    This beautiful townhouse is located in the gated community of Westyn Bay and offers modern 2015 construction, thoughtful updates, and true move-in-ready comfort. Well-maintained by the original owner, the home features brand-new carpet, a brand-new granite countertop, new GE stainless-steel refrigerator and dishwasher, and a new washer and dryer. The open-concept main floor provides great natural

    Madeleine Augustin PREMIUM PROPERTIES R.E SERVICE

    661 Fortanini Cir, Ocoee, FL 34761
  • /41

    $182,000

    $12K PRICE INCREASE
    • 2 Beds
    • 2 Baths
    • 840 Sq Ft

    373 Eron Way Unit 47, Winter Garden, FL 34787

    Short Sale. SHORT SALE APPROVED READY TO CLOSE AND MOVE-IN READY and quietly positioned within a well-established Winter Garden community, this updated 2-bedroom, 2-bath condo offers a NEW ROOF, and an easy, comfortable lifestyle in one of Central Florida’s most desirable areas. Approaching the home, you’ll appreciate the tucked-away cul-de-sac location with paved private streets and sidewalks

    Simi Lakhani KELLER WILLIAMS CLASSIC

    373 Eron Way Unit 47, Winter Garden, FL 34787
  • /24

    $479,900

    $80K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,035 Sq Ft

    1672 Malcolm Pointe Dr, Winter Garden, FL 34787

    Golf cart district * motivated seller * Beautiful single-story home is nestled in a serene cul-de-sac in the heart of downtown Winter Garden. It is just an 8-minute drive to downtown Winter Garden, 5 minutes away from Publix, 10 minutes to Walmart, 14 minutes to target in winter garden village, easy access to SR-429 and Florida turnpike, offering exceptional convenience. This cozy 3-bedroom,

    Mingke Li MULTI CHOICE REALTY LLC

    1672 Malcolm Pointe Dr, Winter Garden, FL 34787
  • /62

    $1,649,999

    $75K PRICE DROP
    • 6 Beds
    • 5 Baths
    • 4,104 Sq Ft

    1101 Eagles Pass Way, Oakland, FL 34787

    Virtually Staged. Modern Luxury in the Heart of Winter Garden’s Golf Cart District! Welcome to 1101 Eagles Pass Way, an exquisite 6-bedroom, 5-bathroom home situated on a desirable corner lot in the sought-after Oakland Park community—one of the few neighborhoods within Winter Garden’s beloved golf cart district. Just one block from Lake Apopka and less than two miles from the historic downtown

    Kevin Sullivan LAKESIDE REALTY WINDERMERE INC

    1101 Eagles Pass Way, Oakland, FL 34787
  • /8

    $65,000

    • 2 Beds
    • 2 Baths
    • 1,352 Sq Ft

    765 White Chapel Rd Unit 307, Winter Garden, FL 34787

    This is a great value in our 55+ land leased community. Very attractive curb appeal with a fantastic view of the pond from several rooms of the home. The rooms are spacious and there is excellent storage throughout this floorplan. Come view this home today.

    Sandra Bergman Cove Communities

    765 White Chapel Rd Unit 307, Winter Garden, FL 34787
  • /39

    $410,000

    $15K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,616 Sq Ft

    420 E Cypress St, Winter Garden, FL 34787

    Welcome to this stunning, fully renovated and fully furnished home, perfectly situated on an oversized lot in one of Winter Garden's most exciting and rapidly growing areas. Whether you're looking for a primary residence, a turnkey investment, or a second home, this move-in-ready property offers the perfect blend of comfort, style, and convenience. Inside, you'll find an open-concept floor plan

    Trevor Zwick KELLER WILLIAMS ELITE PARTNERS III REALTY

    420 E Cypress St, Winter Garden, FL 34787
  • /29

    $330,000

    • 3 Beds
    • 2 Baths
    • 1,050 Sq Ft

    338 Windford Ct, Winter Garden, FL 34787

    Discover this move-in ready 3-bedroom, 2-bathroom CBS construction home in Winter Garden, FL, nestled in the highly sought-after Park Avenue Estates community. Just minutes from downtown Winter Garden, award-winning dining, shopping, and the popular farmers market, this home offers the perfect mix of charm and convenience. Featuring a newer roof, a low HOA, and access to a community pool, you’ll

    Christian Dyas THE REAL ESTATE COLLECTION LLC

    338 Windford Ct, Winter Garden, FL 34787
  • /6

    $465,000

    New Construction
    • 4 Beds
    • 2 Baths
    • 1,713 Sq Ft

    680 Dunbar Ave, Winter Garden, FL 34787

    Pre-Construction. To be built. This is a pre-construction opportunity in partnership with Vazquez Family Builders. Finalfloor plan, square footage, and sales price will be determined by the buyer based onselected model and upgrades. Positioned on a desirable corner lot in the heart of Winter Garden, this pre-construction ranch-style home presents an exceptional opportunity to create your

    Jorge Barcelo LA ROSA REALTY LLC

    680 Dunbar Ave, Winter Garden, FL 34787
  • /9

    $95,000

    • 2 Beds
    • 2 Baths
    • 1,248 Sq Ft

    856 Royal View Cir Unit 391, Winter Garden, FL 34787

    New Listing in our 55+ land leased community. Discover this beautifully upgraded and unique mobile home that combines comfort, style and value. This home features 2 spacious bedrooms and baths with many modern upgrades and stylish finishes. Enjoy outdoor living with custom touches throughout the yard space. This is truly one of a kind. Make your appointment today.

    Sandra Bergman Cove Communities

    856 Royal View Cir Unit 391, Winter Garden, FL 34787
  • /28

    $850,000

    • 3 Beds
    • 2.5 Baths
    • 2,163 Sq Ft

    430 Courtlea Oaks Blvd, Winter Garden, FL 34787

    Nestled at the rear of Courtlea Oaks, discover this hidden gem positioned on a corner lot in the Golf Cart District of Winter Garden, just blocks away from all the downtown activities. This residence boasts 3 bedrooms, 2.5 bathrooms, a spacious grand foyer entrance, a den, a fireplace, and a screened-in pool! In the Florida heat, having a pool is almost a necessity, and look no further—this home

    Haleigh Clark OPTIMA ONE REALTY, INC.

    430 Courtlea Oaks Blvd, Winter Garden, FL 34787
  • /17

    $165,000

    • 2 Beds
    • 1 Bath
    • 912 Sq Ft

    641 S Boyd St, Winter Garden, FL 34787

    Exceptional Downtown Winter Garden Investment Opportunity! Located in one of the most desirable areas of Downtown Winter Garden, this property presents an outstanding opportunity to build your dream home or complete a substantial renovation in an area where redevelopment continues to thrive. The existing 1924 home is approximately 912 square feet with 2 bedrooms and 1 bathroom and is being sold

    Corey Cannon BHHS FLORIDA REALTY

    641 S Boyd St, Winter Garden, FL 34787
  • /46

    $699,900

    $50K PRICE DROP
    • 4 Beds
    • 4 Baths
    • 2,852 Sq Ft

    2017 Boss Hewett St, Oakland, FL 34787

    Virtually Staged. Enjoy single-level living in lakefront Hull Island in this meticulously maintained 2,852 sq ft home built in 2022, with owned rooftop solar that keeps utility costs well below the Florida norm for a home this size. Four bedrooms, four full baths, and a two-car garage, all just minutes from historic Winter Garden's shops, restaurants, and Saturday farmers market.All four

    Peter Biskup CHARLES RUTENBERG REALTY ORLANDO

    2017 Boss Hewett St, Oakland, FL 34787
  • /66

    $544,900

    $30K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,517 Sq Ft

    921 Bending Oak Trail, Winter Garden, FL 34787

    Virtually Staged. Welcome home to 921 Bending Oak Trail in highly sought-after, downtown, golf cart district of Winter Garden! This spacious 4-bedroom, 2.5-bath home is perfectly situated on a private oversized corner lot with serene pond views, offering both privacy and a peaceful backdrop. The thoughtfully designed layout features a first-floor primary suite and convenient downstairs laundry

    Claire Sims LLC LPT REALTY, LLC

    921 Bending Oak Trail, Winter Garden, FL 34787
  • /55

    $525,000

    • 3 Beds
    • 2.5 Baths
    • 2,152 Sq Ft

    2241 White Feather Loop, Oakland, FL 34787

    Welcome to Oakland Trails, one of Oakland’s most desirable communities! This beautifully maintained 3-bedroom, 2.5-bath home offers the perfect blend of comfort, style, and location. Built in 2018, the home features a bright, open-concept floor plan with spacious living areas, a modern kitchen, and plenty of room for both everyday living and entertaining. Step outside and enjoy all the amenities

    Brynn Munro CORCORAN PREMIER REALTY

    2241 White Feather Loop, Oakland, FL 34787
  • /2

    $59,000

    • Land
    • 4,356 Sq Ft
    • $590,000 per Acre

    764 Klondike Ave, Winter Garden, FL 34787

    Excellent parcel in downtown Winter Garden. Great location.

    Luiz Lessa WRA BUSINESS & REAL ESTATE

    764 Klondike Ave, Winter Garden, FL 34787
  • /45

    $639,000

    • 4 Beds
    • 3 Baths
    • 2,650 Sq Ft

    529 Johns Landing Way, Oakland, FL 34787

    Welcome home to this stunning 4-bedroom, 3-bathroom pool home tucked inside a sought-after gated community! Offering 2,650 square feet of thoughtfully designed living space, this home is perfect for both everyday comfort and entertaining. The versatile 4th bedroom is ideal as a mother-in-law suite, guest quarters, or home office — perfect for multi-generational living. The spacious primary suite

    Denise Pellegrino REAL BROKER, LLC

    529 Johns Landing Way, Oakland, FL 34787
  • /67

    $865,000

    • 3 Beds
    • 2.5 Baths
    • 2,252 Sq Ft

    907 Easley Ave, Winter Garden, FL 34787

    OAKLAND PARK---a PARADE of HOMES winning community! Nestled beneath a canopy of mature trees and perfectly positioned across from a PARK, this charming home welcomes you with a spacious covered front porch where you can relax and enjoy nature and the peaceful surroundings. Thoughtfully designed with warmth and character throughout, the home features rich WOOD flooring, beautiful custom ACCENT

    Ashley Boyd BHHS FLORIDA REALTY

    907 Easley Ave, Winter Garden, FL 34787
  • /8

    $119,900

    $2K PRICE INCREASE
    • 2 Beds
    • 2 Baths
    • 1,092 Sq Ft

    604 White Chapel Rd Unit 281, Winter Garden, FL 34787

    Nice open floorplan in our 55+, land leased community. Recent roof and newer A/C unit with ductwork. The guest bath has been remodeled with a comfort height commode. All rooms have ceiling fans. The Kitchen has ample storage and modern finishes. Come out to see this one today.

    Sandra Bergman Cove Communities

    604 White Chapel Rd Unit 281, Winter Garden, FL 34787
  • /59

    $1,599,000

    $296K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 3,728 Sq Ft

    261 Zachary Wade St, Winter Garden, FL 34787

    COMPLETELY REMODELED WATERFRONT HOUSE WITH COVERED PRIVATE DOCK AND BOAT LIFT ON THE LARGEST LAKE IN CENTRAL FLORIDA!!!A highly energy-efficient house with owned solar panels ($30 monthly grid surcharge only vs. $500-600 electric bill before). The cost of solar panels is included in the purchase price, which can be reduced by $40K if the buyer assumes a solar panel loan at 3.49%. Experience

    Marina Kostic KELLER WILLIAMS EAGLE REALTY

    261 Zachary Wade St, Winter Garden, FL 34787
  • /4

    $1,800,000

    $600K PRICE INCREASE
    • Land
    • 7.01 Acres
    • $256,776 per Acre

    1211 E Maple St, Winter Garden, FL 34787

    CITY OF WINTER GARDEN HAS APPROVED A NEW OVER LAY ALLOWING 10 UNITS PER GROSS ACRE HIGH DENSITY ZONING~THIS PART OF A BEAUTIFCATION OF EAST WINTER GARDEN AREA MAY ALLOW FOR ADDITTIONAL FINANCIAL INCENTIVES FOR THE DEVELOPER~THE PROPERTY IS 1.8 ACRES, ZONED FOR 10 UNITS PER ACRE, AND IS LOCATED ACROSS FROM THE AUTO AUCTION, ADJACENT TO THE CROWN, CORK AND SEAL, VERY CLOSE TO HIGH TECH INDUSTRIAL

    Christy Clark-Weber SOUTHERN HERITAGE REALTY, INC

    1211 E Maple St, Winter Garden, FL 34787
  • /64

    $574,000

    • 4 Beds
    • 3 Baths
    • 2,653 Sq Ft

    Unlisted Address

    Welcome to luxury living in one of Ocoee's most sought-after guard-gated communities! This beautifully maintained 4-bedroom, 3-bathroom home with a spacious 3-car garage offers the perfect blend of comfort, style, and peace of mind. Inside, you'll discover a thoughtfully designed floor plan featuring spacious living areas, abundant natural light, and plenty of room for both everyday living and

    Selby Turnbull EXP REALTY LLC

    Unlisted Address
  • /7

    $550,000

    $129K PRICE DROP
    • Land
    • 16,552 Sq Ft
    • $1,447,368 per Acre

    47 Oak St, Winter Garden, FL 34787

    Prime Vacant Land in the Heart of Downtown Winter Garden. Rare opportunity to own a 16,338 sq. ft. vacant lot perfect to build a custom home, two single family homes or a duplex. in the picturesque downtown Winter Garden area. Just a short walk to Plant Street, this property is ideally situated near the vibrant heart of the city, offering unmatched convenience and charm. This spacious lot

    Mary Gervais CENTURY 21 CARIOTI

    47 Oak St, Winter Garden, FL 34787
  • /13

    $611,610

    New Construction
    • 3 Beds
    • 2.5 Baths
    • 1,634 Sq Ft

    636 Sigler Dr, Winter Garden, FL 34787

    Under Construction. Under Construction. Under Construction. Welcome to Lakeview Village Estates — an exclusive new community by award-winning Davila Homes,featuring just 40 homes that seamlessly blend timeless architecture, superior construction, and the quiet elegance of true exclusivity.Sophistication is built into Lakeview’s DNA. From the carefully selected finishes to the premium

    Tatiana Souza DAVILA HOMES

    636 Sigler Dr, Winter Garden, FL 34787
  • /78

    $1,675,000

    • 5 Beds
    • 3.5 Baths
    • 4,473 Sq Ft

    279 Zachary Wade St, Winter Garden, FL 34787

    An unparalleled lakefront opportunity in Downtown Winter Garden **Seize the rare chance to own a premier waterfront estate where the true value lies in the spectacular lot, private dock, and an enviable golf-cart lifestyle ** Launch your boat from your private lift for a scenic 30-minute cruise to Mt. Dora or take your golf cart just minutes away to the historic downtown Farmers’ Market and

    Andrew Philippone INDEPENDENCE REALTY GROUP LLC

    279 Zachary Wade St, Winter Garden, FL 34787
  • /28

    $372,500

    $3K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,485 Sq Ft

    884 Klondike St, Winter Garden, FL 34787

    Welcome to Historic Winter Garden, Florida. NO HOA!Where small-town charm, community, and modern living come together, and you keep more of what's yours with no HOA fees.Built in 2023, this beautifully designed 4-bedroom, 2-bath home with a 1-car garage offers the perfect blend of contemporary comfort and timeless neighborhood character.Start your mornings on the inviting front porch,

    Nicole Mickle OLYMPUS EXECUTIVE REALTY INC

    884 Klondike St, Winter Garden, FL 34787
  • /74

    $1,225,000

    • 5 Beds
    • 4 Baths
    • 3,525 Sq Ft

    844 Oakland Park Blvd, Winter Garden, FL 34787

    Virtually Staged. More than a home, this is a lifestyle. Perfectly positioned in the highly sought-after Oakland Park community, this exceptional residence combines timeless design, generous living spaces, and effortless indoor-outdoor living just a golf cart ride from the heart of downtown Winter Garden.With 5 large bedrooms plus a den spread across over 3,500 square feet, the home provides

    Sophia Gordon, LLC COLDWELL BANKER REALTY

    844 Oakland Park Blvd, Winter Garden, FL 34787
  • /53

    $310,000

    • 2 Beds
    • 2.5 Baths
    • 1,394 Sq Ft

    755 Marotta Loop, Ocoee, FL 34761

    Conveniently located in a desirable Ocoee neighborhood, this low-maintenance townhome features a practical two-bedroom, two-and-a-half-bathroom layout perfect for easy living. Positioned near the front of the community, the property offers unbeatable proximity to the neighborhood mailboxes and the community pool, making daily errands and relaxation just a short walk from your front door. The main

    Nick Nastase TROPICAL SPRINGS REALTY

    755 Marotta Loop, Ocoee, FL 34761
  • /2

    $1,675,000

    New Construction
    • 5 Beds
    • 5 Baths
    • 4,819 Sq Ft

    166 Hammock Preserve Loop, Oakland, FL 34787

    AR Homes Builder
    166 Hammock Preserve Loop, Oakland, FL 34787
  • /67

    $2,595,000

    New Construction Open Sat 11AM - 4PM
    • 5 Beds
    • 8 Baths
    • 4,433 Sq Ft

    1134 Prado Ln, Oakland, FL 34760

    Nestled beneath century-old heritage oaks in one of Oakland's most coveted addresses, this stunning 4,433 square foot Citrus floorplan by Element Home Builders delivers an extraordinary standard of luxury estate living. Every detail speaks to a level of craftsmanship and thoughtfulness that simply cannot be replicated.Five generously sized bedrooms, each with its own private ensuite bath,

    Alexis Anderson REGENCY REAL ESTATE LLC

    1134 Prado Ln, Oakland, FL 34760

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