0.22 mi
Distance
| Address | Bed / Bath | Listing Price |
|---|---|---|
1494 WESTCHESTER AVENUE
Under Construction. Welcome to Westchester Avenue—an exceptional new construction residence just moments from the iconic Park Avenue in Winter Park, celebrated for its upscale dining, refined cafés, and luxury boutique shopping. This custom-built home exemplifies true craftsmanship, showcasing el
Living Area:
3711 Sqft.
|
5
Beds,
5
Baths
|
$2,990,000 |
2330 HICKORY LANE
Step into this beautifully renovated 3-bedroom, 2.5-bathroom bungalow in one of Orlando’s most sought-after neighborhoods. Every detail has been thoughtfully upgraded—from the brand-new primary bathroom to the new kitchen and living room flooring that elevate the home’s modern appeal. Enjoy pe
Living Area:
2107 Sqft.
|
3
Beds,
3
Baths
|
$799,000 |
1624 BARCELONA WAY
Totally traditional. This luxury single-story home is in the desirable Sevilla neighborhood in Winter Park. Sitting high and dry on approximately a half-acre, beautifully landscaped lot. Original home was gutted down to the studs in 2011-2012 and completely re-done. Interior layout boasts formal li
Living Area:
3828 Sqft.
|
3
Beds,
3
Baths
|
$2,380,000 |
240 E Lake Sue Ave
Discover the perfect blend of convenience and tranquility with this delightful single-family home located in the sought-after Winter Park community. Situated on East Lake Sue Avenue, this property sits on a beautifully maintained lot featuring mature trees and lush landscaping that provides plenty o
Living Area:
1329 Sqft.
|
2
Beds,
2
Baths
|
$1,107,750 |
2722 EASTERN PARKWAY
Under Construction. Masterfully designed new construction by LUIH Luxury Homes, where architectural elegance and refined livability meet an unbeatable lifestyle. Located in the Audubon Park School District just a short stroll from the iconic East End Market. From its captivating façade to its metic
Living Area:
3334 Sqft.
|
5
Beds,
5
Baths
|
$2,289,000 |
1124 MUNSTER STREET
CLOSING COST INCENTIVES OF 15k AVAILABLE, FOR FULL ASKING PRICE.Welcome to your new home! From the moment you enter, you're greeted by a spacious corridor that flows into an expansive open floor plan, seamlessly connecting the living room, dining room, and chef's kitchen. The kitchen is a true shows
Living Area:
1806 Sqft.
|
3
Beds,
2
Baths
|
$880,000 |
1751 GLENCOE ROAD
Nestled just moments from the boutiques and cafés on Park Avenue, this newly completed Davila Homes masterpiece redefines Winter Park luxury living. Perfectly positioned on an expansive 0.30-acre lot, this residence captures attention from the moment you arrive, with its striking architectural deta
Living Area:
4520 Sqft.
|
5
Beds,
7
Baths
|
$3,895,000 |
1324 INDIANA AVENUE
Charming two story bungalow built in 1935. Timeless character meets modern comfort in this beautifully maintained four bedroom, two and a half bath home. Classic architectural details and a welcoming balcony make this beauty special. This residence perfectly blends historic charm with today's lifest
Living Area:
1692 Sqft.
|
4
Beds,
3
Baths
|
$745,000 |
1451 Cavendish Road
Welcome to 1451 Cavendish Road, a beautifully renovated home in the heart of Orwin Manor, one of Winter Park's most desirable and family-friendly neighborhoods. Set on a large and prominent corner lot, this move-in-ready home perfectly balances charm, safety, and convenience just minutes from Park A
Living Area:
1437 Sqft.
|
3
Beds,
2
Baths
|
$619,500 |
2510 BOYD AVENUE
Investor Opportunity in Orlando, FL!
Turnkey duplex located at 2510 Boyd Ave, Orlando, FL 32803, just minutes from Downtown Orlando, Baldwin Park, and major employment hubs. Each unit features 1 bedroom, 1 bathroom, a bonus den/loft space in the rear, private interior patio, and dedicated parking.
Living Area:
1508 Sqft.
|
2
Beds,
2
Baths
|
$475,000 |
2009 CORNELL AVENUE
Unlock potential in one of Central Florida’s most desirable pockets! This centrally located Winter Park home shines with major updates already completed including a 2018 roof, 2022 HVAC, and fresh interior paint. Just bring a little extra love to elevate the finishes and create instant equity. Per
Living Area:
762 Sqft.
|
2
Beds,
1
Bath
|
$269,000 |
1411 NOTTINGHAM STREET
This one-of-a-kind, top-tier custom contemporary home in coveted Beverly Shores/Rose Isle delivers true turnkey luxury with exceptional finishes, premium cabinetry, high-end appliances, and fully integrated smart features throughout. The five-bedroom, three-and-a-half-bath main home plus a detached
Living Area:
4118 Sqft.
|
5
Beds,
5
Baths
|
$3,200,000 |
2905 PARKLAND DRIVE
Under Construction. Pre-Construction. To be built. GROUND BROKEN OCTOBER 2025. Contact Builder quickly to customize-to-suite this gorgeous Alys Beach luxury home in Winter Park! Presented by Wooten Built, Inc. This elegant design showcases contemporary architectural detail inside and out, along wit
Living Area:
4858 Sqft.
|
6
Beds,
8
Baths
|
$3,499,900 |
1581 FOREST AVENUE
Located just steps from Park Avenue, this extraordinary Winter Park residence was fully rebuilt in 2018 by master custom builder Posada Homes. Set on a 0.39-acre lot along one of Winter Park’s most desirable tree-lined streets, the home makes an immediate impression with its elegant architecture a
Living Area:
4683 Sqft.
|
4
Beds,
6
Baths
|
$3,775,000 |
3223 N ORANGE AVE
Seller is willing to assist with buyer closing costs or assist with interest rate buy down.
Welcome to this beautifully updated 3-bedroom, 2-bath single-family home located at 3223 N Orange Ave, Orlando, FL 32803. This move-in ready property combines modern upgrades with a central location minute
Living Area:
1882 Sqft.
|
3
Beds,
2
Baths
|
$625,000 |
1510 MILLER AVENUE
Under Construction. New Construction – Modern Luxury Meets Urban Living at Winter Park's Newest Neighborhood, Winter Park Grove!
Step into the future of refined living with this stunning new construction pool home, situated in the vibrant heart of Winter Park. Just minutes from the eclectic energ
Living Area:
3252 Sqft.
|
5
Beds,
5
Baths
|
$1,634,900 |
1540 MILLER AVENUE
Under Construction. NEW CONSTRUCTION!!! Welcome to Winter Park Grove — Winter Park’s newest community!
This stunning new Mid-Century Modern–inspired home is designed to impress with its architectural flair, meticulous craftsmanship, and luxurious finishes. Perfectly located near all the shop
Living Area:
2984 Sqft.
|
4
Beds,
4
Baths
|
$1,399,900 |
319 SANTIAGO DRIVE
Nestled in coveted Winter Park’s Sevilla neighborhood, this 4-bed, 4.5-bath pool home delivers 3,500+ SF of refined living including 500 SF upstairs flex suite with its own full bath. A traditional foyer introduces formal living and dining rooms before the home unfolds into a spectacular 2022-reno
Living Area:
3515 Sqft.
|
4
Beds,
5
Baths
|
$1,990,000 |
457 E NEW ENGLAND AVENUE
Nestled in the heart of downtown Winter Park, this beautifully maintained 1920s traditional residence captures the essence of Old Florida charm while offering the comfort of modern amenities. From the moment you arrive, the wraparound porch and circular drive create a welcoming first impression, set
Living Area:
3847 Sqft.
|
5
Beds,
5
Baths
|
$3,100,000 |
207 E KINGS WAY
Under Construction. Step into a world where the timeless charm of Old Winter Park meets the pinnacle of modern luxury designed by Winter Park Design and masterfully crafted by renowned builder Vimaro Homes. Nestled on one of Winter Park’s most coveted tree-lined streets, this stately home immediat
Living Area:
3719 Sqft.
|
5
Beds,
5
Baths
|
$3,650,000 |
1821 ENGLEWOOD ROAD
This stunning new contemporary residence, a five-bedroom, five-and-a-half bath home by the renowned Rex-Tibbs Development, a custom builder for over 40 years, continues to set the standard for luxury living. Perfectly situated on a premium, quiet, charming brick street, the home blends clean archite
Living Area:
3863 Sqft.
|
5
Beds,
6
Baths
|
$3,295,000 |
915 GARDEN DRIVE
Stunning Mid-Century Modern Home in Prime Winter Park Location – Solar Powered, Pool, No HOA
Beautifully maintained Mid-Century Modern raised-ranch home located in one of Winter Park’s most desirable neighborhoods, just a 3-minute walk to Mead Botanical Garden and minutes from Park Avenue, sh
Living Area:
2456 Sqft.
|
3
Beds,
3
Baths
|
$900,000 |
1981 BLUE RIDGE ROAD
One or more photo(s) has been virtually staged. **This house comes with a REDUCED RATE through the seller's preferred lender. This is a lender-paid rate buydown that reduces the buyer's interest rate and monthly payment.**Welcome home to this beautifully renovated 4-bedroom, 2-bathroom home nestled
Living Area:
2750 Sqft.
|
4
Beds,
2
Baths
|
$1,199,900 |
805 NOTTINGHAM STREET
One or more photo(s) has been virtually staged. Charming, Fully Updated Home in Coveted Orwin Manor!
Tucked perfectly between the charm of College Park and the luxury of Park Avenue, this beautifully renovated Orwin Manor home feels like something out of a storybook. Picture quiet, tree-lined str
Living Area:
2296 Sqft.
|
3
Beds,
2
Baths
|
$750,000 |
1311 LAKE SHORE DRIVE
Exceptional Lakefront Property in Rose Isle – A truly rare opportunity awaits in the highly sought-after Rose Isle neighborhood. This extraordinary 1.30-acre lakefront property, offers a pristine waterfront on Lake Estelle, providing an unmatched setting for creating your dream residence.
The cur
Living Area:
3534 Sqft.
|
4
Beds,
4
Baths
|
$1,800,000 |
501 LAKEVIEW AVENUE
Under Construction. Brand-new custom construction on coveted Lakeview Avenue marries classic Winter Park charm with crisp, contemporary living. Behind its inviting façade you’ll find an airy two-story layout featuring four bedrooms and 4 ½ baths, including a full en-suite guest retreat on the ma
Living Area:
3253 Sqft.
|
4
Beds,
5
Baths
|
$1,390,000 |
525 LAKEVIEW AVENUE
Under Construction. Renderings available soon. Brand-new custom construction on coveted Lakeview Avenue marries classic Winter Park charm with crisp, contemporary living. Behind its inviting façade you’ll find an airy two-story layout featuring four bedrooms and 4 ½ baths, including a full en-su
Living Area:
3253 Sqft.
|
4
Beds,
5
Baths
|
$1,390,000 |
1221 RICHMOND ROAD
An Award-Winning Architectural Masterpiece built by Chris Salhab of Valdara Custom Homes. 5,164 Sq Ft | 5 Bedrooms | 6 Bathrooms | Welcome to 1221 Richmond Rd, an extraordinary custom residence located in the coveted Virginia Heights neighborhood of Winter Park—offering deeded lake access to the
Living Area:
5164 Sqft.
|
5
Beds,
6
Baths
|
$5,450,000 |
1270 ARLINGTON PLACE
Modern Elegance in the Heart of Winter Park!
Located just a half-mile from the renowned shops and dining of Park Avenue, this architecturally striking residence blends luxury, modern design, and thoughtful functionality. Designed by Michael Wenrich and built by Jim Winters, every inch of this hom
Living Area:
2964 Sqft.
|
3
Beds,
4
Baths
|
$1,599,000 |
2823 WRIGHT AVENUE
Here’s your chance to own something truly special in Winter Park! This gorgeous lakefront home sits on over HALF AN ACRE, a rare find in this area - allowing opportunity to BUILD YOUR DREAM HOME! Step inside to find a thoughtfully updated kitchen featuring high-end appliances, custom cabinetry,
Living Area:
1536 Sqft.
|
3
Beds,
2
Baths
|
$929,900 |
1820 GLENCOE ROAD
Discover the ultimate in luxury real estate in Winter Park, Florida with this Dutch West Indies–inspired custom home built by FG Schaub Custom Homes. Ideally located just minutes from Park Avenue’s upscale dining and shopping, Rollins College, and the cultural charm of downtown Winter Park, this
Living Area:
4055 Sqft.
|
5
Beds,
7
Baths
|
$3,825,000 |
1473 BERKSHIRE AVENUE
One or more photo(s) has been virtually staged. Brand-New 2025 Mediterranean Luxury in Historic Winter Park. Introducing 1473 Berkshire Avenue — a just-completed luxury residence nestled on one of Winter Park’s most peaceful, tree-lined, and century-old streets. This two-story Mediterranean mast
Living Area:
2895 Sqft.
|
5
Beds,
4
Baths
|
$1,589,904 |
1473 Berkshire Avenue
Exquisite New 2025 Luxury Home in the Heart of Winter Park - Welcome to 1473 Berkshire Avenue - a stunning, brand-new 2025 luxury residence located in the highly sought-after town of Winter Park, Florida. This beautifully crafted two-story Mediterranean-style home blends timeless architecture with m
Living Area:
2895 Sqft.
|
5
Beds,
4
Baths
|
$1,589,904 |
1996 INDIANA AVENUE
Investors/builders, here is your next project. This oversized lot (6,957 sf) on a dead-end street is perfect for our next investment opportunity. With a Winter Park address, this lot contains a spectacular location. In the bustling area of College Park/Winter Park, this lot sits near the main cam
Living Area:
818 Sqft.
|
2
Beds,
1
Bath
|
$250,000 |
541 W CANTON AVENUE
Timeless elegance meets boutique craftsmanship at 541 W Canton Avenue—an exceptional new construction home by Urban Perch, proudly featured in the 2025 Parade of Homes Orlando. Located just steps from Winter Park’s iconic Park Avenue, this French Quarter-inspired residence blends historic charm
Living Area:
3553 Sqft.
|
4
Beds,
4
Baths
|
$2,935,000 |
2614 PARKLAND DRIVE
One of the most competitively priced, fully remodeled luxury pool homes in the highly sought-after Audubon K-8 and Winter Park school district with over 3,300 square feet of exceptional living space, capped with a brand-new, architecturally stunning tile barrel roof that blends timeless Mediterranea
Living Area:
3307 Sqft.
|
4
Beds,
4
Baths
|
$1,950,000 |
1910 GLENCOE ROAD
Under Construction. Stunning architectural masterpiece built by LUIH homes nestled in the heart of prestigious Winter Park. This brand-new construction embodies the perfect fusion of contemporary design, timeless elegance, and exceptional quality offering 4 bedrooms, 4 full bathrooms, 2 half bathroo
Living Area:
4205 Sqft.
|
4
Beds,
6
Baths
|
$3,490,000 |
1564 CAVENDISH ROAD
Charming 3BR bungalow in sought-after Orwin Manor with timeless appeal and tons of potential. Updated with original hardwood floors, gas fireplace, granite kitchen, and bath. The 3rd BR functions as a guest room or office. Spacious fenced yard with wood deck and room for a pool. Deep garage offer
Living Area:
1140 Sqft.
|
3
Beds,
1
Bath
|
$450,000 |
1901 LAKE SUE DRIVE
One story, 3-bedroom, 3 bath, RENOVATED home with resort-style backyard and screened lap pool is ready to move in to. Lot Size: 14,331 Sq Ft / 1,331 SqM. This home features a modern kitchen with a marble Breakfast bar and marble countertops, an Open floor plan with lots of natural light. New White-O
Living Area:
2460 Sqft.
|
3
Beds,
3
Baths
|
$1,097,000 |
1400 S PENNSYLVANIA AVENUE
Look at this rare opportunity to own a chic and trendy residence in winter park in an incredible location.
You will be amazed at this fully remodeled one level four bedroom home on a fenced corner lot. This home has amazing curb appeal, with its wide half circle paved driveway, with plenty of park
Living Area:
2310 Sqft.
|
4
Beds,
3
Baths
|
$1,250,000 |