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Jessie Brock Community Center Park, Winter Garden, FL, USA

Winter Garden, Florida, United States

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Homes for sale near Jessie Brock Community Center Park, Winter Garden, FL, USA

Address Bed / Bath Listing Price
Picture of 315 S BOYD STREET
315 S BOYD STREET
Located in the heart of Historic Downtown Winter Garden…golf cart district! Walkable to amazing restaurants, boutiques, breweries, splash pad, Saturday Farmer’s Market or one of the many specialty events held throughout the year! This darling 1930’s craftsman bungalow had a complete restoratio
WINTER GARDEN, FL
Living Area: 1511 Sqft.
3 Beds, 2 Baths
$550,000
Picture of 627 AUTUMN OAKS LOOP
627 AUTUMN OAKS LOOP
THE HEART OF WINTER GARDEN… Shopping and Dining just blocks away. Located in the Golf Cart District, the community of Winter Oaks is a hidden gem offering this beautiful 5-Bedroom, 3-Bath Traditional Home with 3000 sq/ft of living space. The rear alley garages allow for timeless architecture, m
WINTER GARDEN, FL
Living Area: 3000 Sqft.
5 Beds, 3 Baths
$749,000
Picture of 40 W SMITH STREET
40 W SMITH STREET
Welcome home to 40 W Smith St. Step into a piece of Winter Garden's rich history with this captivating, charming historic home in the "golf district" in the heart of downtown Winter Garden. Nestled in the heart of downtown Winter Garden, enjoy easy access to the widely popular Plant Street farmer's
WINTER GARDEN, FL
Living Area: 2225 Sqft.
4 Beds, 2 Baths
$750,000
Picture of 750 S PARK AVENUE
750 S PARK AVENUE
Welcome to 750 S Park Avenue, a beautifully maintained and fully RENOVATED home offering comfort, charm, and modern convenience in one of Winter Garden’s most desirable neighborhoods.This 3-bedroom, 1.5-bath residence spans approximately 1,186 square feet and sits on a well-kept lot with mature FR
WINTER GARDEN, FL
Living Area: 1086 Sqft.
3 Beds, 2 Baths
$430,000
Picture of 241 N DILLARD STREET
241 N DILLARD STREET
Welcome to a Once-in-a-Lifetime Opportunity in the Heart of Downtown Winter Garden 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 coveted locations — the Golf Cart District of Historic Downtown Winter
WINTER GARDEN, FL
Living Area: 3507 Sqft.
3 Beds, 3 Baths
$1,800,000
Picture of 446 MILLWOOD PLACE
446 MILLWOOD PLACE
**HISTORIC DOWNTOWN WINTER GARDEN -- GOLF CART DISTRICT -- WEST ORANGE TRAIL** **OVERSIZED PRIVATE LOT** **FOUR BEDROOMS -- THREE FULL BATHROOMS** **NEWER HVAC - 2024 + NEWER WATER HEATER -- 2021** **HARDWOOD FLOORING** **FULLY FENCED YARD -- COVERED & SCREENED PATIO LANAI** Welcome to this be
WINTER GARDEN, FL
Living Area: 2022 Sqft.
4 Beds, 3 Baths
$550,000
Picture of 102 VALENCIA SHORES DRIVE
102 VALENCIA SHORES DRIVE
FALL in love with this beautifully updated 3 bedroom 2 bath home, nestled in Winter Garden's highly sought after golf cart district. The open and airy floor plan offers a seamless flow between living, dining and kitchen areas, making it perfect for both entertaining and everyday living. The thought
WINTER GARDEN, FL
Living Area: 1910 Sqft.
3 Beds, 2 Baths
$579,900
Picture of 797 E BAY STREET
797 E BAY STREET
Welcome Home to Winter Garden Living! This beautiful 4-bedroom, 3-bath home sits on an oversized, fully fenced lot, offering plenty of space for entertaining, relaxing, and play. Enjoy mornings with coffee on the patio and evenings with wine and barbecues under the stars in your private backyard oa
WINTER GARDEN, FL
Living Area: 2428 Sqft.
4 Beds, 3 Baths
$499,000
Picture of 229 N HIGHLAND AVENUE
229 N HIGHLAND AVENUE
Completely Renovated 4BR/2BA Home – Walk to Downtown Winter Garden located just steps from the vibrant heart of Downtown Winter Garden. This move-in-ready property has been thoughtfully renovated from top to bottom, offering modern comfort and timeless style.4 spacious bedrooms and 2 full bathroom
WINTER GARDEN, FL
Living Area: 1720 Sqft.
4 Beds, 2 Baths
$779,900
Picture of 714 PARKMONT PLACE
714 PARKMONT PLACE
Welcome to the GOLF CART district of WINTER GARDEN! This STUNNING home was the former Ryan MODEL HOME located in Covington Park. Upon arrival you will notice the SHOW STOPPER LANDSCAPING which provides the most desirable CURB APPEAL. Step inside and you will find a very well maintained home that pro
WINTER GARDEN, FL
Living Area: 2190 Sqft.
3 Beds, 2 Baths
$579,900
Picture of 329 W BAY STREET
329 W BAY STREET
Investor special or perfect project home just steps from historic Downtown Winter Garden! This 2-bedroom, 1-bath bungalow sits on a generous lot and offers tons of potential for renovation or redevelopment. Bring your vision to life—restore its original charm or reimagine the space entirely. The l
WINTER GARDEN, FL
Living Area: 1004 Sqft.
2 Beds, 1 Bath
$420,000
Picture of 100 TEMPLE GROVE DRIVE
100 TEMPLE GROVE DRIVE
Welcome home to a true Winter Garden gem that perfectly blends modern comfort, timeless design, and small-town charm. Nestled on a spacious private lot with no HOA, this beautifully expanded and reimagined residence captures the spirit of historic Winter Garden while delivering every modern luxury.
WINTER GARDEN, FL
Living Area: 3182 Sqft.
4 Beds, 3 Baths
$1,050,000
Picture of 434 MILLWOOD PLACE
434 MILLWOOD PLACE
Stunning 3-bedroom, 2-bath home located in the heart of downtown Winter Garden’s Golf Cart District. This well-maintained property features wood floors in the living room, tile in the dining and kitchen areas, and ceiling fans in every room. The spacious master suite can be converted into two room
WINTER GARDEN, FL
Living Area: 1696 Sqft.
3 Beds, 2 Baths
$447,900
Picture of 1125 LINCOLN TERRACE
1125 LINCOLN TERRACE
**Seller Concessions or Mortgage Rate Buy Down Available* DISCOVER THE SERENE BEAUTY OF THIS STUNNING HOME! GORGEOUS 3-BEDROOM, 1-BATHROOM, 1-CARPORT HOME boasting a SPACIOUS FLOOR PLAN that effortlessly blends functionality with modern style. From the moment you step inside, you’ll be greeted by
WINTER GARDEN, FL
Living Area: 814 Sqft.
3 Beds, 1 Bath
$257,400
Picture of 351 FLORAL DRIVE
351 FLORAL DRIVE
PRICE IMPROVEMENT - Stunning Renovated Ranch on Prime Corner Lot in Historic Downtown Winter Garden - Welcome to a prime corner lot property in Historic Downtown Winter Garden that perfectly blends modern luxury with small-town charm! While this beautiful home has been lovingly maintained in the sel
WINTER GARDEN, FL
Living Area: 1722 Sqft.
3 Beds, 2 Baths
$689,000
Picture of 436 VALLEY VIEW DRIVE
436 VALLEY VIEW DRIVE
Welcome Home! Discover a rare opportunity to own a beautifully upgraded home in the highly sought-after Courtlea Oaks community, nestled in the heart of Winter Garden’s charming golf cart district. This meticulously maintained home features luxury vinyl plank flooring throughout and a flexible op
WINTER GARDEN, FL
Living Area: 3130 Sqft.
3 Beds, 4 Baths
$1,049,000
Picture of 823 MAGNOLIA AVENUE
823 MAGNOLIA AVENUE
Under Construction. No HOA, one-story floorplans featured in Winter Garden, Florida. Inside this 3-bedroom, 2-bathroom home, you’ll find 1,210 square feet of comfortable living. The living area is an open concept, where your kitchen, living, and dining areas blend seamlessly into a space perfect f
WINTER GARDEN, FL
Living Area: 1210 Sqft.
3 Beds, 2 Baths
$343,000
Picture of 1085 CHASE DRIVE
1085 CHASE DRIVE
Highly Motivated Seller! Ride your golf cart straight to charming Plant Street from this beautiful 4-bedroom home with a private office and 3 full bathrooms offering nearly 3,000 sq. ft. of spacious living—perfect for work, family, and entertaining. This home features European-style rounded corne
WINTER GARDEN, FL
Living Area: 2967 Sqft.
4 Beds, 3 Baths
$649,999
Picture of 515 9TH STREET
515 9TH STREET
Discover an incredible opportunity just minutes from the vibrant and historic Downtown Winter Garden! This beautifully updated 3 bedroom, 2 bathrooms home is located in an unincorporated area, giving buyers added flexibility and income potential while keeping maintenance simple and affordable. The o
WINTER GARDEN, FL
Living Area: 770 Sqft.
3 Beds, 2 Baths
$287,900
Picture of 618 FOSTER AVENUE
618 FOSTER AVENUE
Newly renovated INCOME PRODUCING 3-bedroom, 2-bathroom home nestled in the heart of downtown Winter Garden! Hop onto your golf cart or take a few moments' walk towards numerous shops, restaurants, the local farmer's market and all of the other charm that downtown has to offer. This home has been ful
WINTER GARDEN, FL
Living Area: 1010 Sqft.
3 Beds, 2 Baths
$375,000
Picture of 1075 CHASE DRIVE
1075 CHASE DRIVE
Welcome to 1075 Chase Drive-located in downtown Winter Garden, just minutes from the charm and energy of Plant Street. This rare, newer-construction single-story home offers a blend of modern comfort and timeless style that’s sure to impress. As you enter, custom tile in the foyer sets the tone, w
WINTER GARDEN, FL
Living Area: 2125 Sqft.
4 Beds, 2 Baths
$625,000
Picture of 753 ORANGE BELT LOOP
753 ORANGE BELT LOOP
--Waterfront Living Steps from Downtown Winter Garden-- Imagine starting your day with coffee on the porch, sunlight reflecting off the water, and the hum of downtown Winter Garden just minutes away. This home offers the perfect mix of tranquil waterfront living and vibrant small-town energy—p
WINTER GARDEN, FL
Living Area: 3074 Sqft.
4 Beds, 4 Baths
$775,000
Picture of 327 S LAKEVIEW AVENUE
327 S LAKEVIEW AVENUE
Charming Winter Garden Home with In-Law Suite & Botanical Backyard Retreat Welcome to this beautifully crafted single-family home built in 2014, where quality workmanship, thoughtful design, and everyday convenience come together. Located in the heart of Winter Garden’s desirable golf cart dist
WINTER GARDEN, FL
Living Area: 2225 Sqft.
3 Beds, 3 Baths
$894,900
Picture of 426 N BOYD STREET
426 N BOYD STREET
One or more photo(s) has been virtually staged. Welcome to your personal retreat in the heart of Winter Garden! Just a short distance from the charm of historic Plant Street. This meticulously maintained three-bedroom, three-bath pool home with a dedicated office blends relaxed luxury with everyday
WINTER GARDEN, FL
Living Area: 2637 Sqft.
3 Beds, 3 Baths
$800,000
Picture of 711 BURCH AVENUE
711 BURCH AVENUE
Welcome to this lovely 3-bedroom, 2-bath home, just minutes from the heart of Downtown Winter Garden. Freshly painted inside and out, with a brand-new kitchen countertop, it feels fresh, modern, and move-in ready. The layout is cozy and practical—perfect for families or anyone looking to enjoy all
WINTER GARDEN, FL
Living Area: 1154 Sqft.
3 Beds, 2 Baths
$450,000
Picture of 336 COURTLEA PARK DRIVE
336 COURTLEA PARK DRIVE
If you've been searching for a spacious home in a prime location with room to add value, this is your chance! Located in the highly desirable Golf Cart District of Winter Garden, just steps from the West Orange Trail and a short ride to the shops and dining in Historic Downtown, this Taylor Morrison
WINTER GARDEN, FL
Living Area: 2640 Sqft.
4 Beds, 4 Baths
$594,000
Picture of 213 W TILDEN STREET
213 W TILDEN STREET
Located in the heart of DOWNTOWN WINTER GARDEN!! This beautifully renovated single story home combines charm with modern upgrades. Completely redesigned in 2021, this home showcases numerous upgrades, including new roof, new HVAC, recently installed **Whole-House Water Filtratio
WINTER GARDEN, FL
Living Area: 2100 Sqft.
4 Beds, 2 Baths
$789,000
Picture of 113 W DIVISION STREET
113 W DIVISION STREET
Beautifully remodeled 4BR/2BA home with an open-concept kitchen,top in appliances ,quartz countertops, sleek modern bathrooms,new windows, and durable waterproof laminate floors,excellent screen porch. Perfectly located close to the best schools, City Hall, highways, dining, and parks—ideal for fa
WINTER GARDEN, FL
Living Area: 1487 Sqft.
4 Beds, 2 Baths
$629,900
Picture of 402 E MAPLE STREET
402 E MAPLE STREET
Discover an outstanding investment opportunity or multi-generational living solution at 402 E Maple St—a spacious and well-built 6-bedroom, 4/2-bathroom duplex located in the thriving and historic downtown Winter Garden area. This property offers durable block construction on the first floor and s
WINTER GARDEN, FL
Living Area: 2876 Sqft.
6 Beds, 6 Baths
$1,199,999
Picture of 459 MILLWOOD PLACE
459 MILLWOOD PLACE
One or more photo(s) has been virtually staged. Just in Time for Summer – A Self-Sustaining Paradise with Solar, Pool, Garden & More! Step into a home that offers not just warmth and comfort, but a lifestyle of sustainability and serenity. This impeccable four-bedroom, two-and-a-half-bath, and
WINTER GARDEN, FL
Living Area: 2873 Sqft.
4 Beds, 3 Baths
$675,000
Picture of 524 S LAKEVIEW AVENUE
524 S LAKEVIEW AVENUE
One or more photo(s) has been virtually staged. ***NEW REDUCED PRICE!***MOVE IN BEFORE THE HOLIDAYS & TAKE ADVANTAGE OF THE LOWER INTEREST RATES! The sellers are motivated and ready for the next chapter—creating an incredible opportunity for you to own this beautifully updated Craftsman-style ho
WINTER GARDEN, FL
Living Area: 2204 Sqft.
3 Beds, 3 Baths
$890,000
Picture of 636 COKE AVENUE
636 COKE AVENUE
Updated 2 Bedroom, 1 Bath Home Near Downtown Winter Garden. Welcome to your dream home! This beautifully updated 2-bedroom, 1-bath home is located just minutes from the heart of downtown Winter Garden, Florida. Property Highlights: Fully updated with brand-new cabinetry throughout the home, givin
WINTER GARDEN, FL
Living Area: 914 Sqft.
2 Beds, 1 Bath
$339,999
Picture of 1040 MAXEY DRIVE
1040 MAXEY DRIVE
This is the great opportunity to the first-time buyer or investor, it affordable in the great growing in Winter Garden.
WINTER GARDEN, FL
Living Area: 1184 Sqft.
3 Beds, 2 Baths
$219,000
Picture of 634 BURCH AVENUE
634 BURCH AVENUE
Welcome to your dream home in the heart of Downtown Winter Garden’s golf cart district—where small-town charm meets modern living. This newly built home is packed with thoughtful design and high-end finishes. Step inside to wide plank luxury vinyl floors, an airy open-concept layout, and sunligh
WINTER GARDEN, FL
Living Area: 2448 Sqft.
4 Beds, 4 Baths
$664,000
Picture of 515 N BOYD STREET
515 N BOYD STREET
One or more photo(s) has been virtually staged. Discover the charm and convenience of luxurious living in this stunning 5-bedroom, 3-bathroom home, perfectly located in the heart of downtown Winter Garden. With a spacious and thoughtfully designed layout, this residence offers a blend of elegance an
WINTER GARDEN, FL
Living Area: 3152 Sqft.
5 Beds, 4 Baths
$900,000

Points of Interest near Jessie Brock Community Center Park