Map location of
Charmont, Winter Park, FL, USA

Winter Park, Florida, United States

Homes for sale near Charmont, Winter Park, FL, USA

Address Bed / Bath Listing Price
Picture of 2330 HICKORY LANE
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
ORLANDO, FL
Living Area: 2107 Sqft.
3 Beds, 3 Baths
$799,000
Picture of 1613 ORIOLE AVENUE
1613 ORIOLE AVENUE
Just two blocks from East End Market and the Audubon Park K8 campus, this thoughtfully renewed four bedroom home sits in one of the area’s most loved walkable pockets. The renovation was approached with care, intention, and a focus on comfortable everyday living. The layout has been reworked to cr
ORLANDO, FL
Living Area: 1752 Sqft.
4 Beds, 2 Baths
$675,000
Picture of 1624 BARCELONA WAY
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
WINTER PARK, FL
Living Area: 3828 Sqft.
3 Beds, 3 Baths
$2,380,000
Picture of 2005 VIRGINIA DRIVE
2005 VIRGINIA DRIVE
Welcome to 2005 Virginia Dr, an updated and stylish 2-bedroom, 1-bath home on an oversized lot in the heart of Colonialtown North. This home sits in one of Orlando’s most connected pockets, surrounded by the best of Audubon Park, Blue Jacket Park, and Ivanhoe Village all within one mile. It is per
ORLANDO, FL
Living Area: 942 Sqft.
2 Beds, 1 Bath
$414,900
Picture of 240 E Lake Sue Ave
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
Winter Park, FL
Living Area: 1329 Sqft.
2 Beds, 2 Baths
$1,107,750
Picture of 2722 EASTERN PARKWAY
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
WINTER PARK, FL
Living Area: 3334 Sqft.
5 Beds, 5 Baths
$2,289,000
Picture of 1718 CHRISTY AVENUE
1718 CHRISTY AVENUE
Location Location Location!! Discover this charming 3-bedroom, 2 bath pool home in one of Orlando’s most sought-after neighborhoods — Audubon Park Garden District! Live where others love to visit — just steps away from award-winning restaurants, local coffee shops, & boutique shopping, all
ORLANDO, FL
Living Area: 1509 Sqft.
3 Beds, 2 Baths
$599,000
Picture of 1302 COLE ROAD
1302 COLE ROAD
Discover this beautifully updated Orlando home offering a perfect blend of comfort, style, and convenience. Located in a highly desirable area just minutes from Baldwin Park, Winter Park, and downtown Orlando, this property features a bright open layout, modern finishes, and a spacious yard ideal fo
ORLANDO, FL
Living Area: 1657 Sqft.
4 Beds, 2 Baths
$665,000
Picture of 2121 VIVADA STREET
2121 VIVADA STREET
Under Construction. You’ll love living in the heart of Downtown Orlando with this sensational new home from Central Living by David Weekley Homes. The two-story Timberlark has tons of curb appeal with a traditional exterior design. The interior features a welcoming and open floor plan desi
ORLANDO, FL
Living Area: 3483 Sqft.
5 Beds, 5 Baths
$1,350,000
Picture of 1124 MUNSTER STREET
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
ORLANDO, FL
Living Area: 1806 Sqft.
3 Beds, 2 Baths
$880,000
Picture of 1751 GLENCOE ROAD
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
WINTER PARK, FL
Living Area: 4520 Sqft.
5 Beds, 7 Baths
$3,895,000
Picture of 1408 CHAPMAN CIRCLE
1408 CHAPMAN CIRCLE
Nestled in the Elizabeth’s Walk subdivision in the highly desirable Windsong community of Winter Park, this renovated four-bedroom, four-bathroom pool home offers exceptional privacy and refined updates. Quiet interior street and mature landscaping the home feels secluded. Recent improvements incl
WINTER PARK, FL
Living Area: 3237 Sqft.
4 Beds, 4 Baths
$1,525,000
Picture of 2812 MULFORD AVENUE
2812 MULFORD AVENUE
Pre-Construction. To be built. Discover exceptional craftsmanship and timeless design in this brand-new custom home by FG Schaub Custom Homes. Located in one of Winter Park’s most desirable neighborhoods, this stunning residence offers 5 bedrooms, 5.5 bathrooms, and 3,656 square feet of thoughtful
WINTER PARK, FL
Living Area: 3656 Sqft.
5 Beds, 6 Baths
$2,495,000
Picture of 2510 BOYD AVENUE
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.
ORLANDO, FL
Living Area: 1508 Sqft.
2 Beds, 2 Baths
$475,000
Picture of 3807 PELICAN LANE
3807 PELICAN LANE
Pre-Construction. To be built. Experience the best of Audubon Park living with this brand-new, luxury pool home currently under construction by renowned builder, LUIH Homes. Scheduled for completion in April 2026, this modern masterpiece will feature 5 bedrooms, 4.5 baths, and over 3,300 square feet
ORLANDO, FL
Living Area: 3358 Sqft.
5 Beds, 5 Baths
$1,649,000
Picture of 1411 NOTTINGHAM STREET
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
ORLANDO, FL
Living Area: 4118 Sqft.
5 Beds, 5 Baths
$3,200,000
Picture of 3018 NORTHWOOD BOULEVARD
3018 NORTHWOOD BOULEVARD
One or more photo(s) has been virtually staged. "MOVE-IN READY", 3-BED, 2-FULL BATHS, SINGLE FAMILY HOME WITH A LARGE PRIVATE YARD, WINTER PARK, FL 32789. This AMAZING LOCATION just off Corrine Drive is walking distance to East End Market and zoned for TOP-RATED Audubon Park (K-8) & Winter Park High
WINTER PARK, FL
Living Area: 1761 Sqft.
3 Beds, 2 Baths
$734,000
Picture of 2905 PARKLAND DRIVE
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
WINTER PARK, FL
Living Area: 4858 Sqft.
6 Beds, 8 Baths
$3,499,900
Picture of 1581 FOREST AVENUE
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
WINTER PARK, FL
Living Area: 4683 Sqft.
4 Beds, 6 Baths
$3,775,000
Picture of 1120 PRESERVE POINT DRIVE
1120 PRESERVE POINT DRIVE
In the exclusive community of Windsong on Lake Berry, this magnificent 1.6-acre gated Mediterranean estate is a private oasis. With over 11,000 square feet of living area and a beautifully landscaped lakefront lot, this residence offers an exceptional blend of elegance, charm and privacy rarely foun
WINTER PARK, FL
Living Area: 11255 Sqft.
7 Beds, 11 Baths
$8,950,000
Picture of 3901 IBIS DRIVE
3901 IBIS DRIVE
Location, Style, and Comfort in the Heart of Audubon Park! Welcome to Audubon Park, one of Orlando’s most desirable and vibrant communities! Discover this beautiful 3-bedroom, 2-bath home perfectly situated near Baldwin Park, offering easy access to major highways, avenues, top-rated restaurants,
ORLANDO, FL
Living Area: 1902 Sqft.
3 Beds, 2 Baths
$637,900
Picture of 1510 NEBRASKA STREET
1510 NEBRASKA STREET
New Roof 2018 New Air conditioning 2024 New floor in kitchen and Family Room 2025 One of Orlando’s oldest neighborhoods, Mills 50 is named after its main thoroughfares. The Orlando Main Street district is brimming with distinctive street art, a culturally diverse lineup of dining and electric
ORLANDO, FL
Living Area: 1910 Sqft.
3 Beds, 2 Baths
$498,000
Picture of 319 SANTIAGO DRIVE
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
WINTER PARK, FL
Living Area: 3515 Sqft.
4 Beds, 5 Baths
$1,990,000
Picture of 207 E KINGS WAY
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
WINTER PARK, FL
Living Area: 3719 Sqft.
5 Beds, 5 Baths
$3,650,000
Picture of 1616 ORIOLE AVENUE
1616 ORIOLE AVENUE
Lake Front Mid Century Modern Home in desirable Audubon Park. Natural light follows throughout the home with a skylight in the newly remodeled Kitchen with new Kitchen Aid Appliances with propane stove . The entire home has polished concrete flooring and the home has the original Retro Ä Mid Cent
ORLANDO, FL
Living Area: 1251 Sqft.
1 Bed, 1 Bath
$599,900
Picture of 1821 ENGLEWOOD ROAD
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
WINTER PARK, FL
Living Area: 3863 Sqft.
5 Beds, 6 Baths
$3,295,000
Picture of 3707 PELICAN LANE
3707 PELICAN LANE
Welcome to your new slice of sunshine! This charming Orlando home captures the true Florida vibe with bright, open spaces and plenty of room to relax or entertain. Step inside to find a light-filled layout, spacious living areas, and a kitchen designed for gatherings with friends and family. The pr
ORLANDO, FL
Living Area: 1947 Sqft.
3 Beds, 2 Baths
$649,900
Picture of 915 GARDEN DRIVE
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
WINTER PARK, FL
Living Area: 2456 Sqft.
3 Beds, 3 Baths
$900,000
Picture of 1981 BLUE RIDGE ROAD
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
WINTER PARK, FL
Living Area: 2750 Sqft.
4 Beds, 2 Baths
$1,199,900
Picture of 1505 COLE ROAD
1505 COLE ROAD
Under Construction. This new David Weekley home in Audubon Park combines easy elegance with the streamlined versatility to adapt to your family’s lifestyle changes through the years. Cherish your relaxing sunsets and breezy weekends from the shaded bliss of your covered front porch, and backyard l
ORLANDO, FL
Living Area: 3465 Sqft.
5 Beds, 4 Baths
$1,390,000
Picture of 1311 LAKE SHORE DRIVE
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
ORLANDO, FL
Living Area: 3534 Sqft.
4 Beds, 4 Baths
$1,800,000
Picture of 1221 RICHMOND ROAD
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
WINTER PARK, FL
Living Area: 5164 Sqft.
5 Beds, 6 Baths
$5,450,000
Picture of 1270 ARLINGTON PLACE
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
WINTER PARK, FL
Living Area: 2964 Sqft.
3 Beds, 4 Baths
$1,599,000
Picture of 2823 WRIGHT AVENUE
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,
WINTER PARK, FL
Living Area: 1536 Sqft.
3 Beds, 2 Baths
$929,900
Picture of 1820 GLENCOE ROAD
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
WINTER PARK, FL
Living Area: 4055 Sqft.
5 Beds, 7 Baths
$3,825,000
Picture of 1112 PRESERVE POINT DRIVE
1112 PRESERVE POINT DRIVE
Presenting 1112 Preserve Point Drive, Winter Park, FL! Offered at $8,500,000 this very rare and private, nearly 2-acre lakefront estate, is absolutely gorgeous and is available for the first time! Custom built by Phil Kean Design Group and located within Windsong's Preserve Point, this extraordinary
WINTER PARK, FL
Living Area: 6502 Sqft.
5 Beds, 6 Baths
$8,500,000
Picture of 2614 PARKLAND DRIVE
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
WINTER PARK, FL
Living Area: 3307 Sqft.
4 Beds, 4 Baths
$1,950,000
Picture of 2501 Weber
2501 Weber
Welcome to this charming 2-bed, 1-bath lakefront home nestled on an expansive 0.36-acre lot with direct access to the tranquil, spring-fed Lake Druid. Located in the highly sought-after downtown Orlando neighborhood, this home has been lovingly maintained and features a perfect blend of vintage char
Orlando, FL
Living Area: 1003 Sqft.
2 Beds, 1 Bath
$495,000
Picture of 1910 GLENCOE ROAD
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
WINTER PARK, FL
Living Area: 4205 Sqft.
4 Beds, 6 Baths
$3,490,000
Picture of 1504 MINNESOTA STREET
1504 MINNESOTA STREET
Don’t miss this charming 2-bedroom, 1-bath home located on a picturesque brick street just steps from Mills Ave! This property perfectly blends modern updates with historic charm—an experience best appreciated in person. Fully renovated in 2021, it’s move-in ready and ideal for first-time buye
ORLANDO, FL
Living Area: 945 Sqft.
2 Beds, 1 Bath
$425,000
Picture of 2501 WEBER STREET
2501 WEBER STREET
Welcome to this charming 2-bed, 1-bath lakefront home nestled on an expansive 0.36-acre lot with direct access to the tranquil, spring-fed Lake Druid. Located in the highly sought-after downtown Orlando neighborhood, this home has been lovingly maintained and features a perfect blend of vintage char
ORLANDO, FL
Living Area: 1003 Sqft.
2 Beds, 1 Bath
$495,000
Picture of 1901 LAKE SUE DRIVE
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
ORLANDO, FL
Living Area: 2460 Sqft.
3 Beds, 3 Baths
$1,097,000
Picture of 1400 S PENNSYLVANIA AVENUE
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
WINTER PARK, FL
Living Area: 2310 Sqft.
4 Beds, 3 Baths
$1,250,000
Picture of 1429 CHAPMAN CIRCLE
1429 CHAPMAN CIRCLE
Exceptional Phil Kean-designed contemporary masterpiece in Winter Park's prestigious Windsong community. This sophisticated 4-bedroom, 4-bathroom residence seamlessly blends modern luxury with practical living across two thoughtfully planned levels. The striking exterior features geometric lines, s
WINTER PARK, FL
Living Area: 3116 Sqft.
4 Beds, 4 Baths
$1,349,950