Location: Winter Garden
Keyword(s): West Orange High
Keyword(s) High School: West Orange High
Do Not Show Listings
373 ERON WAY #47, WINTER GARDEN, FL 34787
$163,999100 Days on yellowkey MLS ID: O6371713
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 840 Built: 1989Monthly Fee: $424 Tax: $2,015 (2025)Community: Townhomes Winter GardenCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,015
Elementary School: Tildenville Elem
High School: West Orange High
Tax Year: 2025
Middle School: Lakeview Middle
Remarks: Short Sale. 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 that create a calm, residential feel. Step inside through the front entrance and you’re immediately welcomed into a bright, open living space where natural light enhances the clean layout and efficient use of square footage. The living room feels inviting and functional, offering enough space to relax, entertain, or simply enjoy a quiet evening at home. Continuing through the home, the upgraded kitchen with GRANITE counter tops, anchors the main living area with modern appliances, ample cabinetry, and practical counter space. Its open connection to the living room allows for easy conversation while cooking, hosting, or enjoying everyday routines, making the space feel connected and intentional. The primary bedroom is set apart as a comfortable retreat, featuring brand-new carpeting and a private en-suite bathroom. The bathroom has been thoughtfully renovated with updated finishes that feel fresh and clean without excess. The secondary bedroom is well-sized and flexible, ideal for guests, a home office, or additional living space, with a second fully updated bathroom conveniently nearby. Throughout the condo, the layout flows efficiently from room to room, offering smart storage, comfortable proportions, and a low-maintenance design well suited for full-time living or long-term ownership. Assigned parking adds convenience, while the community’s shared amenities—including a COMMUNITY POOL—enhance the overall lifestyle. Located just minutes from downtown Winter Garden, residents enjoy close proximity to local shops, dining, farmers markets, and the West Orange Trail. Easy access to major highways makes commuting throughout Central Florida simple, whether heading toward downtown Orlando, major employment centers, or nearby attractions. This location is ideal for buyers exploring Orlando homes for sale or those planning an Orlando relocation home in a walkable, community-oriented area. While not intended as a short-term rental investment, this Winter Garden property represents a strong opportunity within the Central Florida real estate market for buyers seeking comfort, location, and value. Contact us today for a private tour or more details on this exceptional opportunity.
Listing is courtesy of: KELLER WILLIAMS CLASSIC (407-292-5400)
Listing Agent: Simi Lakhani (407-408-7393)
419 WINTER GROVE BOULEVARD, WINTER GARDEN, FL 34787
$874,99016 Days on yellowkey MLS ID: O6395693
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2650 Built: 2026Monthly Fee: $240 Tax: $1,955 (2025)Community: Winter GroveSingle Family
Taxes:$1,955
Elementary School: SunRidge Elementary
Middle School: SunRidge Middle
Remarks: Under Construction. Welcome to Winter Grove in the charming city of Winter Garden. Located 1 mile from Winter Garden Village and 3 miles from historic downtown Winter Garden. This intimate gated new community features single-family homes on large homesites without a CDD. Residents enjoy all the proximity to shopping, dining, and entertainment this area is known for. Step into the Imperial by Pulte Homes, where luxury and convenience seamlessly combine to create a truly elevated living experience. This remarkable 5-bedroom, 3.5-bathroom home with a 2-car garage offers unparalleled craftsmanship and thoughtful design throughout. The open-concept layout flows effortlessly, creating an expansive, airy feel that exudes both sophistication and comfort. On the first floor, discover a private en suite bedroom with a walk-in closet and elegant quartz countertops—a perfect retreat for guests. At the heart of the home, the chef-inspired kitchen is a true masterpiece, featuring 42” soft-close cabinetry, striking quartz countertops and decorative tile backsplash. Whirlpool stainless steel appliances, including a built-in natural gas cooktop and a refrigerator, make cooking a pleasure. The kitchen seamlessly connects to the café and gathering room, where a sliding glass door opens to the covered lanai, enhancing the flow of indoor-outdoor living. The first floor also offers a convenient powder room, perfect for guests. Upstairs, the luxurious owner’s suite is a private sanctuary, featuring a spacious walk-in closet and a spa-like en suite bathroom with quartz-topped dual vanity sinks and a frameless glass enclosed shower. The loft area provides the perfect space to unwind, while three additional bedrooms and a bathroom complete the upper level. For added convenience, a thoughtfully located upstairs laundry room with utility sink simplifies everyday tasks. Beautiful wood-look luxury vinyl plank flooring is found throughout the main living areas of the first-floor, at the stair case, and first floor bedroom, while plush, stain-resistant Shaw carpet can be found throughout the upstairs bedrooms and loft, and tile complements the bathrooms and laundry room. Designer-curated finishes elevate every corner of this home, including pendant light pre-wire and under cabinet lighting in the kitchen, brushed nickel plumbing fixtures and hardware, 2” faux wood blinds, and Whirlpool washer and dryer enhance the home's style and comfort. This home is equipped with a smart thermostat, smart doorbell, and LED downlights, ensuring your home is as connected as it is beautiful. This home offers the perfect combination of luxury, convenience, and modern design—an ideal place to live and relax. Schedule a tour today!
Listing is courtesy of: PULTE REALTY OF NORTH FLORIDA LLC (407-250-9131)
Listing Agent: Adrienne Escott (407-250-9131)
16077 BARKLY RIDGE CT, WINTER GARDEN, FL 34787
$2,200,00029 Days on yellowkey MLS ID: O6391901
Bed: 6 Bath: 6.0 Gar: 2 Liv Area Sq Ft: 5524 Built: 2024Monthly Fee: $225 Tax: $8,585 (2025)Community: Avalon RdgSingle Family
Taxes:$8,585
Elementary School: Hamlin Elementary
Middle School: Hamlin Middle
Remarks: THE BEST OF AVALON RIDGE. FULLY UPGRADED. DESIGNER-CURATED. UNMATCHED. Welcome to one of the most exceptional residences in Avalon Ridge, a 2024-built estate that sets the standard for luxury living. Offered at $2,200,000, this is not just another home in the neighborhood, it is the benchmark: the most upgraded, most refined, and most thoughtfully designed. Spanning a grand two-story layout, this residence offers 6 bedrooms, 5 full baths, and 2 half baths, seamlessly blending modern sophistication with elevated functionality. From the moment you enter, you’re met with striking architectural presence, enhanced by custom high-end carpentry, bespoke built-ins, designer vanities, and fully customized walk-in closets; every inch curated with intention. The home is grounded by premium upgraded flooring throughout and anchored by a true gourmet kitchen, a showpiece space designed for both everyday living and elevated entertaining. Flowing effortlessly into expansive open-concept living areas, this home was built to impress and perform. The main-level primary suite is a private sanctuary, featuring a spa-inspired bath, dual vanities, and an oversized custom closet. Floor-to-ceiling sliding glass doors flood the home with natural light and open to a generous backyard, complete with approved plans for a future resort-style pool, offering the opportunity to create a true private oasis. Upstairs, the lifestyle continues with a spacious loft featuring a built-in wet bar, perfect for entertaining or unwinding. Four additional bedrooms include a well-designed Jack-and-Jill layout, while a dedicated bonus/media room provides flexibility for a theater, game room, or lounge. ADDITIONAL HIGHLIGHTS INCLUDE: Dual laundry rooms (both levels for ultimate convenience) * Two EV charging stations * Designer lighting and custom window treatments throughout * Extensive built-ins and upgraded finishes that convey. For those seeking a fully turnkey experience, select designer furnishings may be available under a separate agreement, making this one of the most compelling move-in-ready opportunities in Winter Garden. This is more than a home, it’s the crown jewel of Avalon Ridge. A rare opportunity to own the best-renovated, best-designed, and best-presented property in the community.
Listing is courtesy of: DOUGLAS ELLIMAN (561-655-8600)
Listing Agent: Dianna Desboyaux (407-920-4601)
327 S LAKEVIEW AVE, WINTER GARDEN, FL 34787
$849,00019 Days on yellowkey MLS ID: O6394438
0 Days Off yellowkey (back on 4/2/2026)
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 2225 Built: 2014 Tax: $2,758 (2025)Community: G T Smith Sub 3Single Family
Taxes:$2,758
Elementary School: Dillard Street Elem
Remarks: Under contract-accepting backup offers. *Ask about a lender provided credit up to $12,500 on this home!* Welcome to 327 S Lakeview Ave, a rare opportunity in the heart of the golf cart district in Downtown Winter Garden. Built in 2014 and tastefully updated, this move-in ready property offers the perfect blend of character, comfort, and flexibility with no HOA. This unique property features a 2-bedroom, 2-bath main home plus a detached 1-bedroom, 1-bath guest cottage, ideal for buyers seeking a multi-generational home, income-producing property, or a home with an in-law suite. Situated on an oversized, fenced corner lot, the property is enhanced by lush, mature landscaping and a charming mini vineyard with sweet muscadine grapevines perfect for homegrown wine or fresh snacking. Inside, the main residence offers a desirable split floor plan with bright, open living spaces and abundant natural light. The inviting living room features a cozy fireplace perfect for relaxing evenings or entertaining guests. The spacious kitchen flows seamlessly into the main living area and is equipped with a gas range, making it ideal for home chefs. The private primary suite is tucked away, creating a peaceful retreat, while the secondary bedroom offers comfort and privacy for guests or family. The detached guest cottage features its own private entrance, making it ideal for rental income, a home office, or private accommodations for extended family. Step outside to the covered back patio, accessible from both the living area and primary suite perfect for entertaining and relaxing. Pre-plumbed with natural gas you can create your dream summer kitchen. The fully fenced backyard and garden space provide both privacy and room to enjoy Florida outdoor living. Located just blocks from the West Orange Trail, Plant Street Market, and the award-winning Winter Garden Farmers Market, you’ll enjoy walkable access to top-rated restaurants, coffee shops, boutiques, and year-round community events. Whether you're searching for a primary residence with rental income potential, a flexible investment property, or a home with a guest house in Winter Garden, this property offers unmatched versatility in one of Central Florida’s most sought-after locations. Don’t miss your chance to own a home near Downtown Winter Garden with income potential and no HOA, schedule your private showing today.
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Ryan Leitter (321-684-9699)
16826 BROADWATER AVE, WINTER GARDEN, FL 34787
$1,540,00045 Days on yellowkey MLS ID: O6387379
REDUCED by $50,000 (3.1%) on 04/02/2026
Bed: 6 Bath: 5.5 Gar: 3 Liv Area Sq Ft: 4451 Built: 2019Monthly Fee: $218 Tax: $9,892 (2025)Community: Waterside/Johns Lk-Ph 1Single Family
Taxes:$9,892
Remarks: Meticulously updated and move-in ready, this stunning residence is located in the highly sought-after gated community of Waterside in Winter Garden. Designed with both luxury and functionality in mind, the home features a desirable first-floor primary suite boasting an expansive en-suite bath with dual sinks and two custom-organized walk-in closets. The main level also includes a guest bedroom with its own full bath, a private office/den, and a convenient powder room. The second floor is an entertainer's dream, offering a massive loft, a Jack-and-Jill suite, and an additional bedroom with a private full bath. Significant upgrades abound, including new dual AC units (2024), rich hardwood flooring (2019), and a modern electric fireplace. Premium features include plantation shutters, custom shelving in the pantry and primary closets, a whole-house water purification system, and noise-blocking insulation for ultimate serenity. Outdoor and tech upgrades feature an extended driveway and an installed Tesla charger. Residents enjoy resort-style amenities including a community pool, fitness center, and clubhouse. Perfectly situated on a prime lot, you are minutes from Winter Garden Village, major highways, and premier shopping and dining. This could be your perfect dream home—schedule your private tour today!
Listing is courtesy of: ONE STOP SERVICE REALTY INC (407-739-3196)
Listing Agent: Ye Kang (321-279-1059)
17737 DEER ISLE CIR, WINTER GARDEN, FL 34787
$2,950,00061 Days on yellowkey MLS ID: O6381953
3 Days Off yellowkey (back on 4/1/2026)
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 4886 Built: 2015Monthly Fee: $207 Tax: $24,540 (2024)Community: Deer IslandSingle Family
Taxes:$24,540
Tax Year: 2024
Remarks: Under contract-accepting backup offers. Experience over an acre of elevated direct sunset lakefront luxury living on the naturally spring-fed waters of John’s Lake. Offered publicly for the first time, this fully custom estate represents a rare convergence of beauty, privacy and enduring design. Nearly 5,000 square feet of interior living space unfold effortlessly into an additional 1,000 square feet of exceptionally well-appointed enclosed outdoor living, creating seamless indoor to outdoor living. Positioned within the private gated enclave of Deer Island and presented in impeccable condition since its 2015 construction, the home reflects meticulous care and pride of ownership. Thoughtfully designed for a life well lived by owners and guests alike, every detail was executed with intention. Arrival is elegant and memorable, welcomed by a central fountain and expansive motor court leading to an oversized three-car garage, while two bedrooms on the main level, including the primary and guest suite, provide comfort, privacy and effortless livability for generations. Designed for entertaining, walls of fully retractable sliding glass doors dissolve the boundary between indoors and out, allowing the living and great rooms to open to the terrace beyond. The covered outdoor lounge, finished with a wood-paneled ceiling, gas fireplace and fully equipped outdoor kitchen, extends daily living outdoors. The infinity pool and spa, framed by gas fire bowls, merge seamlessly with the lake view itself, while a dedicated pool access bath enhances convenience. Privately positioned to capture sweeping lake views, the primary suite opens directly to the lanai and features dual walk-in closets. Its bath is anchored by a freestanding copper soaking tub, hammered copper sinks set within custom vanities, and a full stone walk-in shower with multiple showerheads and built-in bench. The kitchen features custom wood cabinetry, oversized island, induction cooktop, separate built-in refrigerator and freezer, professional-grade appliances, and walk in pantry. Architectural details include travertine flooring, coffered and tray ceilings, refined millwork and wrought iron staircase. All closets feature custom built-ins. The second-floor media room may also serve as a spacious fifth bedroom with private balcony overlooking the lake. Beyond the terrace, tiered gardens descend toward the shoreline, where Four Seasons marble statuary is thoughtfully placed throughout the grounds, like a work of art set within the landscape. A private putting green, fire pit and manicured lawn enhance the setting. The composite dock includes dual lifts for boat and jet ski, water and electric service, and upper level sun deck positioned for sunset views. John’s Lake spans over 2,500 acres and is known for exceptional clarity, ideal for skiing, boating, water sports and fishing. Deer Island offers gated entry with waterside tennis, pickleball and basketball courts. The home is serviced by a private well. Less than one mile from the Florida Turnpike and 25 minutes to downtown Orlando. Contact for your private viewing.
Listing is courtesy of: PREMIER SOTHEBY'S INTL. REALTY (407-644-3295)
Listing Agent: Candace Cassidy (407-529-8630)
225 SOUTHERN PECAN CIR #208, WINTER GARDEN, FL 34787
$289,90045 Days on yellowkey MLS ID: O6383422
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1264 Built: 2005 Tax: $3,728 (2025)Community: Southern Pines CondoCondo
Taxes:$3,728
Remarks: Beautiful 2-bedroom, 2-bathroom condo just under 1,300 sq ft in one of the most desirable areas of Winter Garden. Both bedrooms feature large walk-in closets, and the layout is exceptionally well designed, making the home feel spacious and comfortable. The unit COMES WITH A 1-CAR GARAGE, a rare and valuable feature. All appliances are BRAND NEW, including refrigerator, microwave, stove, and dishwasher. A washer and dryer are also included. The flooring has been completely renovated to elegant wood flooring throughout. The main living area offers a separate flex space that is PERFECT for a home office or a kids’ play area. Conveniently located next to the community car wash, with resort-style amenities that include an amazing clubhouse, pool area with barbecue grills, fully equipped gym, tennis courts, basketball courts, and more.
Listing is courtesy of: JOHN SILVA REALTY & ASSOCIATES (407-420-7908)
Listing Agent: John Silva (407-420-7908)
233 SOUTHERN PECAN CIR #101, WINTER GARDEN, FL 34787
$259,90023 Days on yellowkey MLS ID: S5144851
Bed: 2 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 966 Built: 2005Monthly Fee: $343 Tax: $2,537 (2024)Community: Southern Pines CondoCondo
Taxes:$2,537
Remarks: 2/1 Excellent
Listing is courtesy of: HOMESMART (407-476-0451)
Listing Agent: Maria Lloret (407-929-1994)
16554 RAVEN ROCK PL, WINTER GARDEN, FL 34787
$875,00035 Days on yellowkey MLS ID: O6390742
0 Days Off yellowkey (back on 3/30/2026)
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 3032 Built: 2015Monthly Fee: $184 Tax: $6,702 (2025)Community: TwinwatersSingle Family
Taxes:$6,702
Remarks: Twinwaters ** Former MODEL home built with BEAUTIFUL UPGRADES ** 3 car garage ** Heated POOL & SPA HOME ** Upgraded pool automation NEW 2024 Aqualink control unit, NEW pool pump versa flow 2025, new pool heater 2021, NEW pool salt cell and perfect space for entertaining under the giant +/-40x12 lanai featuring an outdoor kitchen w/gas grill and refrig** Prime CULDESAC location on dead end st across from green space with HOA community pool and play area a short walk ** +/-14x19 beautiful primary bedroom ensuite w french doors leading to the pool & outdoor living space ** Some upgr incl: solar panel system (paid off) for pool, wood tile all main rooms and bathrooms, 8' 2 panel square interior doors, 10' ceilings, crown molding, surround sound 5.0 Polk audio surround ceiling speakers & subwoofer in all the main rooms, quartz counters in the master and kitchen ** Primary bath offers a free standing soaking tub, dual vanities, sinks, a heated bidet, spacious walkin shower & huge walk in closet with custom shelving ** Sonos system upgr receiver 2021 ** Perfect set up for inlaw or guest suite at the end of the main hall with 2 bedrooms, walk in closets and a full bathroom with access to the outdoor living area -Just add a door for a private separate space ** Another possible guest suite is the 1 bedroom and full bath right off the foyer for a guest area ** The main living space offers a lovely inviting open floor plan featuring a family room with sliding glass doors to the pool area and cafe space w beautiful stone accent wall ** The kitchen features upgraded white cabinetry with roll out shelves 2020, white quartz counters, above & under cabinet lighting, an expansive breakfast bar, a separate kitchen island making it a perfect spot to gather ** Built in Kitchenaid built in convection oven, cooktop & Kitchenaid exhaust fan make it enjoyable for cooking ** 2 pantries including a butlers pantry w quartz counters, white cabinets with rollout shelves 2023, a wine chiller Kitchenaid refrig & wine rack plus a separate walk in closet pantry with built in shelving ** Fantastic floor plan with a den/study off foyer or use as another bdrm, then a guest or inlaw suite across the hall & 2 additional bedrooms at the end of the hallway with a 3rd full bath ** Electric heat and hot water heater **Propane gas pool heater and gas grill **Whole house water softener treatment system 2020 & security system main control panel just replaced *All rm measurements are from the Meritage builder flr plan and are approximate. Buyers to verify measurements. Seller did not use the solar panel pool heater system ** The following convey: Wine chiller Kitchenaid refrig in butlers pantry, water softener, Sonos system upgraded 2021 and receiver replaced 2021, security system and 4 exterior cameras 2021, refrig and grill on the outdoor kit., solar panels for the pool heater, all pool equipment, pool heater, metal overhead racks in the garage and attached wall racks **Not conveying: Kit ice maker machine, cable box and Roku not incl.
Listing is courtesy of: INDEPENDENCE REALTY GROUP LLC (407-408-6662)
Listing Agent: Andrew Philippone (407-408-6662)
422 CHARLOTTE ST, WINTER GARDEN, FL 34787
$303,00058 Days on yellowkey MLS ID: O6383783
3 Days Off yellowkey (back on 3/30/2026)
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 858 Built: 1954 Tax: $3,076 (2024)Community: East Garden Manor First AddSingle Family
Taxes:$3,076
Elementary School: Maxey Elem
Remarks: Price Improvement & Up to $5,000 lender credit available toward buyer’s closing costs when using preferred lender. Lovely, cozy, and Move-In ready home situated on almost a quarter of an acre lot, offering comfort, functionality, and thoughtful updates throughout. Inside, you’ll find beautiful vinyl flooring throughout, absolutely No Carpet, complemented by crown molding that adds a refined touch. Bedroom three/ Flex Room features ceramic tile, providing flexibility for guests, a home office, or additional living space. The layout is practical and easy to maintain, making it ideal for everyday living. The kitchen is bright with natural light from the windows and features granite countertops, a decorative backsplash, and fully equipped with stainless steel appliances. Recent updates provide peace of mind, including a Roof replaced in 2023, Water Heater updated in 2022, and an AC system that has been sealed to help reduce electricity consumption. The home also features Solar Panels (will be paid off by the seller) for added energy efficiency and long-term savings. Step outside to enjoy the privacy of a fully fenced yard with plenty of room to expand, entertain, garden, BBQ, or simply relax. Additional highlights include a carport and an electrical outlet suitable for a car or RV charger, adding everyday convenience and versatility. NO HOA, No CDD! Located minutes from the vibrant historic Downtown Winter Garden, shops, restaurants, cafes, medical facilities, events, and more. Schedule your showing today!
Listing is courtesy of: LIV REALTY II INC. (407-574-4404)
Listing Agent: Linda Guzman (407-574-4404)
1422 BASIN ST, WINTER GARDEN, FL 34787
$169,00082 Days on yellowkey MLS ID: O6377176
Bed: 4 Bath: 1.0 Liv Area Sq Ft: 880 Built: 1966 Tax: $1,800 (2025)Community: Joe Louis ParkSingle Family
Taxes:$1,800
Remarks: Under contract-accepting backup offers. Property offers 4 bedrooms and 1 bath room.
Listing is courtesy of: STIRLING INTERNATIONAL REAL ES (407-250-1000)
Listing Agent: Rosa Rodriguez (407-832-1185)
1646 HOLCOMB CREEK ST, WINTER GARDEN, FL 34787
$949,90020 Days on yellowkey MLS ID: O6394506
Bed: 4 Bath: 4.5 Liv Area Sq Ft: 3841 Built: 2017Monthly Fee: $184 Tax: $12,543 (2025)Community: TwinwatersSingle Family
Taxes:$12,543
Remarks: Welcome to 1646 Holcomb Creek Street. Your beautifully appointed four bedroom, 4.5-bath Meritage home offers 3,824 sq ft of thoughtfully designed living space in one of Winter Garden’s most desirable communities. Built in 2017, this energy-efficient floorplan features spray foam insulation, whole house water filtration system, a spacious open layout, high-end finishes, and multiple flexible living areas. The gourmet kitchen impresses with 42" cabinetry, quartz countertops, stainless steel appliances, extended storage, walk in pantry and a large eat-in dining area. The family room includes an electric fireplace with a floor-to-ceiling stone accent wall and triple sliding glass doors leading to the screened lanai and fenced backyard. The first-floor primary suite offers a tray ceiling and a spa-inspired bath with direct access to the laundry room. A guest suite with private bath, third bedroom with an additional private bath, powder room, and a convenient pocket office completes the main level. Upstairs, a large bonus/game room, additional bedroom, full bath, and a flexible pass-through space provides endless possibilities for a media room, playroom, office or optional 5th bedroom. Your garage offers overhead storage and a Tesla-E/V charger. Exterior features include a tile roof, stone accents, extended front porch, in ground irrigation and lush landscaping. Located minutes from top-rated schools, shopping, dining, major highways and attractions. This exceptional home offers the perfect blend of luxury, comfort, and efficiency—move-in ready and meticulously maintained.
Listing is courtesy of: ERA GRIZZARD REAL ESTATE (407-203-5800)
Listing Agent: Jennifer Grimes (352-223-9588)
14254 SUNRIDGE BLVD, WINTER GARDEN, FL 34787
$1,150,00021 Days on yellowkey MLS ID: TB8489171
Bed: 5 Bath: 3.5 Liv Area Sq Ft: 4004 Built: 2017Monthly Fee: $75 Tax: $11,716 (2025)Community: Cypress Reserve Ph 1Single Family
Taxes:$11,716
Remarks: Presenting this exquisite modern residence standing alone without neighbors in either side or rear in a neighborhood of almost 150 homes showcasing souring ceilings, designer finishes, and an open-concept living space bathed in natural light. A gourmet kitchen that anchors the home, while expansive glass doors reveal a resort-style screened pool and outdoor lounge. Architecture, luxurious details inside all bathrooms and kitchen, and seamless indoor-outdoor living create an exceptional retreat for refined entertaining. An amazingly fancy electric chimney gives the living room area warmth and elegance. AC units are of high efficiency with hotel fragrance throughout the entire home. COME AND SEE IT SOON! AC units is 3 years. New roof to be installed.
Listing is courtesy of: PAULINO GLOBAL REAL ESTATE (407-455-1981)
Listing Agent: Andrea Paulino (813-753-6110)
17058 QUICKSILVER AVE, WINTER GARDEN, FL 34787
$539,000131 Days on yellowkey MLS ID: O6365686
Bed: 4 Bath: 3.5 Liv Area Sq Ft: 2492 Built: 2021Monthly Fee: $215 Tax: $7,682 (2024)Community: Waterside/Johns Lake Ph 2CSingle Family
Taxes:$7,682
Remarks: Public on Zillow / Realtor
Listing is courtesy of: AAA GLOBAL VENTURES PA (407-717-5232)
Listing Agent: Saijun Gong (407-775-8533)
1711 AMSEL FALLS PARK TER, WINTER GARDEN, FL 34787
$1,000,000188 Days on yellowkey MLS ID: O6346377
Bed: 5 Bath: 4.0 Liv Area Sq Ft: 3863 Built: 2017Monthly Fee: $180 Tax: $10,792 (2024)Community: TwinwatersSingle Family
Taxes:$10,792
Middle School: Bridgewater Middle
Remarks: Welcome to this stunning architectural masterpiece nestled in the heart of Twinwaters, one of Winter Garden’s most sought-after communities. This elegant two-story home seamlessly blends sophistication and comfort, offering over 3,600 square feet of beautifully designed living space. Step through the grand entryway to find soaring ceilings, expansive windows that fill the home with natural light, and designer finishes that exude contemporary luxury. The gourmet chef’s kitchen is a true showpiece—featuring 42” custom cabinetry, gleaming quartz countertops, a massive entertainment island, stainless steel appliances, and a walk-in pantry, perfect for culinary enthusiasts and family gatherings alike. The open-concept great room flows effortlessly into a spacious dining area and covered lanai, ideal for both indoor and outdoor entertaining. Upstairs, the luxurious primary suite offers a serene retreat with a spacious walk-in closets, a spa-inspired bathroom with a deep soaking tub, frameless glass shower, and dual vanities. A versatile loft provides additional space for a home theater, gym, or play area, while the first-floor guest suite ensures comfort and privacy for visitors. The private backyard invites you to create your own oasis—whether adding a pool, summer kitchen, or lush garden escape. Enjoy resort-style amenities including a community pool, playground, and picturesque walking trails, all surrounded by pristine lakes and lush landscaping. Twinwaters is ideally situated near Horizon West, top-rated schools, fine dining, boutique shopping, and major highways for an easy commute to downtown Orlando and world-famous attractions. This home truly embodies the ultimate blend of luxury, location, and lifestyle—a rare opportunity to live beautifully in one of Central Florida’s premier communities.
Listing is courtesy of: COLDWELL BANKER RESIDENTIAL RE (407-647-1211)
Listing Agent: Jay Winston (407-497-1112)
650 SETTING SUN DR, WINTER GARDEN, FL 34787
$740,00031 Days on yellowkey MLS ID: O6390644
Bed: 5 Bath: 3.0 Liv Area Sq Ft: 3605 Built: 2006Monthly Fee: $123 Tax: $9,067 (2025)Community: Black Lake Park Ph 01Single Family
Taxes:$9,067
Remarks: Invite your buyers to discover this beautiful 5-bedroom, 3-bath home offering 3,605 square feet of living space, freshly painted with a brand-new roof installed in 2025. The spacious open-concept kitchen flows seamlessly into the main living areas, creating the perfect space for everyday living and entertaining. Step outside to an oversized back porch, ideal for enjoying Florida’s year-round sunshine with family and friends. Located in the Black Lake Park community, residents enjoy a boat ramp, pool, tennis courts, pickleball courts, soccer field, and a large playground. Just minutes from charming Downtown Winter Garden, with easy access to shopping, dining, and scenic rides along the West Orange Trail.
Listing is courtesy of: LAKESIDE REALTY WINDERMERE INC (407-876-5575)
Listing Agent: Nicholas Leloudis (407-489-0711)
2450 DAHLGREN WAY, WINTER GARDEN, FL 34787
$1,950,00047 Days on yellowkey MLS ID: TB8481106
Bed: 5 Bath: 5.0 Liv Area Sq Ft: 4365 Built: 2007Monthly Fee: $225 Tax: $8,970 (2024)Community: Bronsons Lndgs F & MSingle Family
Taxes:$8,970
Remarks: Rare Gated Lakefront Retreat with Grandfathered Boat Access on Lake Luntz Discover resort-style living in this one-of-a-kind gated lakefront home in the heart of Winter Garden. Nestled on a quiet, tree-lined cul-de-sac, this 5-bedroom, 5-bathroom, 4,365 Sq Ft home offers a smart layout designed for both everyday living and entertaining. The first-floor bedroom and full bath are ideal for guests or multi-generational living, while upstairs includes a loft, media room, and three additional bedrooms, including one en-suite and a Jack-and-Jill setup. Enjoy endless lake views from the screened pool with grotto seating and waterfall, or entertain indoors in the Florida Grill/Bar room featuring a refrigerator, freezer, deep fryer, griddle, bar sink, dishwasher, and full pool/guest bath. The primary suite is a true retreat with double walk-in closets, spa-style bath, garden tub, walk-in shower, and dual water closets. Lake enthusiasts will love the boathouse, covered dock, and boat lift, complete with power and water, along with multiple watercraft options including a pontoon slip (~20’), jet ski slip for 2, power lifts, and additional space for non-powered boats. Additional bonus spaces include a garage under air with a separate gym/rec room. Outdoor living abounds with a beachfront-style area, wood-burning fireplace, granite bar-top seating, and spectacular sunset views. This is a rare opportunity to own the only home on Lake Luntz with grandfathered boat access, offering a private lakefront lifestyle you won’t find anywhere else.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Keegan Siegfried (813-670-7226)
1226 PORTMOOR WAY, WINTER GARDEN, FL 34787
$650,00063 Days on yellowkey MLS ID: O6381941
Bed: 5 Bath: 3.0 Liv Area Sq Ft: 2856 Built: 2003Monthly Fee: $243 Tax: $7,279 (2024)Community: Stoneybrook West 44/134Single Family
Taxes:$7,279
Elementary School: Whispering Oak Elem
Remarks: One or more photo(s) has been virtually staged. Welcome to 1226 Portmoor Road in the highly sought-after, manned-gated Golf community of Stoneybrook West! This stunning 5-bedroom, 3-bath golf-view home offers over 2,800 square feet of beautifully updated living space. Designed for both comfort and entertaining, the home features formal living and dining rooms, a spacious family room, and a desirable first-floor guest bedroom with a full bath. The chef’s kitchen shines with granite countertops, stainless steel appliances, and an extra refrigerator in the garage. Upstairs, enjoy new laminate flooring, generously sized bedrooms, and a luxurious primary suite with tray ceilings and a private balcony overlooking the course. Step outside to your upgraded screened lanai and low-maintenance turf backyard—perfect for relaxing or hosting gatherings. A NEW ROOF (2021), A NEW A/C (2022), and A NEW Water Heater (2023) add peace of mind. Residents enjoy a Jr. Olympic pool, fitness center, clubhouse, dock, tennis, basketball, playground, high-speed internet, cable, and discounted golf—all minutes from Winter Garden Village, major highways, hospitals, theme parks, and Orlando International Airport.
Listing is courtesy of: RE/MAX PRIME PROPERTIES (407-347-4512)
Listing Agent: Shirley Botansky (407-704-0874)
13930 DANIELS LANDING CIR, WINTER GARDEN, FL 34787
$299,50046 Days on yellowkey MLS ID: O6387127
0 Days Off yellowkey (back on 3/28/2026)
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1240 Built: 2005Monthly Fee: $320 Tax: $3,901 (2024)Community: Daniels LandingTownhouse
Taxes:$3,901
Remarks: Rare end unit townhome in move-in ready condition located behind the gated entrance of Daniels Landing in highly desirable Winter Garden, Florida. This two story block construction residence offers the durability, energy efficiency and sound insulation today’s buyers are searching for, along with a well designed floor plan that maximizes space and natural light. All kitchen appliances convey, making this an ideal primary residence, second home or low maintenance investment property. Enjoy a private courtyard perfect for outdoor relaxation, grilling or entertaining, plus an oversized one car garage with room for additional storage, bikes or a small workshop area. A new AC system installed in 2023 provides peace of mind and improved energy efficiency. As an end unit, you’ll appreciate added privacy, extra windows and enhanced natural light throughout the home. The resort style community amenities are just steps away, with the pool, clubhouse and fitness center located less than 200 yards from your front door. The HOA delivers exceptional value by covering all exterior landscaping and lawn care, budgeting for scheduled exterior paint and roof replacement, and including high speed internet, cable television and alarm monitoring in the monthly dues. This creates a true lock and leave lifestyle ideal for busy professionals, frequent travelers or anyone seeking maintenance free living in Central Florida. Location is everything, and this home places you minutes from Winter Garden Village, historic downtown Winter Garden, and convenient access to State Road 429, State Road 408 and the Florida Turnpike, making commuting to Orlando, theme parks, and major employment centers quick and convenient. You’ll find endless shopping, dining, entertainment and recreation options in every direction. Zoned for sought after K-12 schools and just minutes to Foundation Academy and Windermere Preparatory School, this property combines location, lifestyle and long term value. Opportunities to own a rare end unit in Daniels Landing with these upgrades and this level of convenience do not come along often. Schedule your private showing today and experience the best of Winter Garden townhome living.
Listing Agent: Ronald Ziolkowski (407-592-7653)
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