Winter Park FL. Homes For Sale

Masterful design and modern luxury are uniquely embodied in this beautiful Winter Park home. As you drive up the expansive driveway you're met with mature landscaping and...

WOW! Move-in ready! Split bedroom plan, new roof 2018, new A/C 2018, new water heater 2018, updated kitchen 2017 (granite countertops, stainless steel appliances), both b...

Beautiful rehabbed Mid Century Modern Bungalow in highly sought after Winter Park zip code, 32789. House has been completely updated with new flooring throughout, brand n...

This stunning one story, 4 bedroom + office, three and a half bath home offers over 3,000 sq. ft. of open living space. The expansive kitchen with stainless steel Wolf Su...

Great opportunity to build on the tree streets of Winter Park!!! Lot dimensions are 72X130 which gives ample space to create the home of your dreams and or if you prefer...

Drive thru a canopy of Oaks, to this Winter Park Home, 3 bedroom 2 bath split plan, eat-in kitchen, Family room with Brick Fireplace, WINTER PARK SCHOOLS, SALT-WATER POO...

Gorgeous pool home nestled in the heart of highly desirable Winter Park area. This beautiful home is located in a highly sought after Winter Park Estate community with no...

A gem of a home, located on a tree-lined, brick street in Winter Park. With 2 million dollars, new construction homes neighbors coming soon. This beautiful home comes wit...

A FANTISTIC location, along with a spacious floor plan that seamlessly combines both traditional and modern styles make this Winter Park home a SHOWSTOPPER! Cross over th...

Have it all with this beautifully updated pool home located in Winter Park. The house is made up of 4 bedrooms, and 3 full baths, as well as a two car garage. An open kit...

Welcome to this stunning, tucked away, four-bedroom Winter Park home built in 2016 by renowned Z Properties. When you pull into the driveway the first thing you'll see is...

I WANT THAT STREET! Rare find on a gem of a street in Winter Park and close to Park Ave. This wonderful fixer-upper is located in a hidden alcove of only 16 homes with...

*RENOVATED* 3BD/2BA HOME with *NO HOA*, *NEWER ROOF (2019)*, *ELECTRICAL MAINTENANCE UPDATED (2021)*, *WOOD-LOOK TILES* throughout, *NO REAR NEIGHBORS* and *Zoned for TOP...

Presenting Casa de Cielo. This breathtaking Winter Park residence custom built by Carlos Posada is showcased in immaculate condition, boasting exquisite, timeless finishe...

Gorgeous Single family home. This home features a 4 Bedroom, 3 Full Baths, with a 2 car port. Wood, lamite. and ceramic tiles throughout. Specious back yard with shed. Ro...

Under Construction. MLS#A4504548 December Completion! With the Captiva floor plan, you are discovering a unique, two-story home design with a well-thought-out layout wit...

Mid century charmer with curb appeal ready for your finishing touches! Adorable 3 bedroom 2 bath home with enclosed lanai perfect for added living space. Enjoy unwindin...

Click on link for Walkthrough Tour!!! Incredible Winter Park location, this Four-bedroom one bath Home located on just over a third of an acre on quiet cul-de-sac. Nestle...

Welcome to Eastbrook! Enter the home into the main living area which is ready to go with waterproof vinyl flooring and a fresh coat of paint. The kitchen is spacious with...

New Price!! Introducing to the market a masterfully updated lakefront home located on beautiful Lake Waunatta. All areas of this 3,316-square-foot house have been updated...

Renovated Unique Florida Ranch featuring a dramatic frontage onto a screened Lanai and beautiful Lake Killarney. A perfect home for individuals who desire privacy and enj...

Timeless Winter Park LAKEFRONT Estate perfectly situated on the shores of Lake Virginia. This impressive Santa Barbara-inspired Custom Home was built by Farina & Sons and...

This gem of a home is RENOVATION READY so that you can truly make it your own. It has a BRAND NEW roof (completed 6/11/21), but is a blank slate otherwise. Terrazzo floor...

Enjoy country living in the heart of the city on 3/4 Acre. This single-family home affords 2151sqft with 4 bedrooms, a bonus room, 3 bathrooms and a beautiful, inground s...

Beautiful Winter Park completely remodeled corner lot home, turn key waiting for you!!! It is located in a quiet Eastbrook neighborhood, only minutes from Park Ave., groc...

This adorable 3 bedroom, 2 bathroom POOL home is located in the desirable Winter Park Estates neighborhood and zoned for A rated schools! The front of the home has a welc...

Location, location, location. Wholesale investment opportunity on this mid century wood-frame home in old Winter Park, walking distance to Winter Park Village, or to Park...

This charming single story Winter Park home boasts 3 bedrooms, 3 baths and has been recently renovated by Skolfield Homes. Located on a quiet, low traffic street it is ju...

Welcome home to this luxury custom-built home by award-winning Arthur Rutenberg featuring soaring 12 foot ceilings with 4 bedrooms and 3.5 bathrooms, 3,119 square feet of...

A 2-Story Gem! Over 4600SF POOL Home & Guest House, 4 bedrooms & 4 full baths situated on just under half-acre. It’s the property to see! Lovely, lush, landscaping surrou...

Rare investment opportunity in the heart of Winter Park/Rollins College area! This Triplex offers 3 separate one bedroom one bath units each with outdoor patio area, loca...

SOLAR Home & Recycled Irrigation!! Located in a beautiful GATED subdivision in Winter Park - Sanctuary at Aloma. You will fall in love with this one-story open-spaced la...

Under Construction. Native Homes presents Milan - a one-of-a-kind home designed by Dan Delong of Origins Residential Design with custom interior by Pasternack Designs, Po...

Completely remodeled! Come see this gorgeous house! Beautiful new floors throughout the home, new bathrooms, and new kitchen! The plumbing and water heater were replaced ...

One or more photo(s) has been virtually staged. GATED COMMUNITY ~ LAKE VIEW ~ BRAND NEW POOL & FULL SUMMER KITCHEN (2021) ~ TWO PRIMARY SUITES (1 Up/1 Down!) ~ TWO LAUNDR...

WELCOME HOME!! This well-maintained 3 bedroom, 2 bath home is a RARE find in desirable COUNTRY LANE. Updated kitchen with MAPLE cabinets and STAINLESS steel appliances. N...

Winter Park immaculate home on a large lot in the very in demand Northwood Terrace. Walk to all of the evening entertainment, farmers market, East End market, award winn...

Looking for a home? Here is the perfect one! This house can be your blank canvas and you can turn it into your masterpiece! Make your appointment today to see this well-m...

Welcome home to The Winter Woods community in Winter Park! This well maintained home features 4 bedrooms and 3 full bathrooms and sits on a large corner lot with covered ...

Elegant former builder model with showstopper upgrades and decorator features. The streetscape in Windsong is awe-inspiring and this beautiful home was designed to be a s...

Elevated and overlooking extraordinary grounds this magnificent, one-of-a-kind, Private Resort Estate is sited directly on Lake Maitland, one of the Winter Park Chain of ...

BRING ALL OFFERS ASAP, Seller is willing to negotiate! Welcome home to this beautiful 4 bedroom, 2 bathroom home in the lovely Winter Park Neighborhood of Sherbrook, nest...

GOLF COURSE FRONTAGE POOL HOME IN WINTER PARK! This beautiful 4-bedroom, 4-bath home features a fantastic rear view of the Winter Park Pines golf course. Just a short wal...

3 Bedroom 2 Bath ,Conveniently located in Winter Park Seminole County Pool home. Tile and hardwood floors throughout. Open, airy and bright. Stone wood burning fireplace ...

Quintessential Winter Park LUXURY! 6 Bedroom 5 Bathroom Custom-built French Mediterranean style POOL home in the heart of Winter Park with a private GATE entry! The hom...

Newly constructed Florida dream home looks like it’s straight out of a magazine! This 2500 square foot Pool home boasts 4 Bedrooms, 3 Full Bathrooms, 1 exterior pool powd...

Meticulously crafted by the Phil Kean Design Group, this 2021-built, downtown Winter Park, exquisite residence presents a one-of-a-kind opportunity for the discerning buy...

An incredible opportunity to own this one of a kind home nestled in Mead Gardens - an oasis of nature for the ultimate private setting. Located just a short stroll from P...

Pre-Construction. To be built. Modern contemporary home situated off of Phelps Ave in Winter Park. Across from Windsong, you will see the large corner size lot. This home...

Welcome to this amazing Remodeled 2/1 bungalow in the heart of Winter Park. The house has the original wood floors which have been stained a beautiful color.The NEW kitch...

Gorgeous -2- story custom built traditional Home, nestled behind hedges on a desirable WP corner lot. Freshly painted interior and exterior. NEW roof 6/21. Step onto the...

Meet your fully renovated 3/2 bungalow in Winter Park, Florida. The home boasts beautiful hardwood floors throughout. The kitchen is dressed in a combination of cabinets ...

Under Construction. New construction in Winter Park, Florida. Nestled amongst million-dollar properties, with Lake Killarney just down the street, this contemporary home ...

Craving a project? Make West Winter Park your new home with this blank canvas of a house and its grandfathered-in garage apartment, 500-feet away from million-dollar zero...

Build your dream home on a corner lot in the highly desired 32789 zip code. The lot dimensions are 78'x112'. It is located with walking distance from Park Avenue, The Win...

One or more photo(s) has been virtually staged. This Winter Park one-story home offers a two-car garage.

Under Construction. Situated on a large corner lot, this modern farmhouse boasts 3 bedrooms and 2.5 bathrooms. Just a short distance from Park Avenue and Winter Park Vill...

Pre-Construction. To be built. A Winter Park dream…walking distance to Park Avenue, deeded lake access and the opportunity to pick your own finishes. This home blends mod...

Welcome Home! … to this impressive 5 bedroom, 5.5 bathroom home in a prime location just steps from Winter Park's premier Park Ave restaurant and shopping district. As yo...

Located just feet from popular shopping and dining, this quaint home boasts all the charm that Winter Park is known for. Short walk to downtown Winter Park and train stat...

Close by to everything. Winter Park. Gated Community. Conservation area for backyard,

Incredible fixer upper opportunity in Winter Park. This home has a very spacious and open floor plan. Large size kitchen with plenty of room for a kitchen island. 2 bedro...

Amazing opportunity to live in Winter Park!! This beautiful home has a new metal roof rated for 50 years, new septic system just installed, Indoor laundry, upstairs loft...

Perfectly positioned along the shores of Lake Virginia and Lake Mizell on the Winter Park Chain of Lakes, this majestic Mediterranean estate rests on approximately two ac...

Pristine Mediterranean highend upgrades on quiet, private cul-de-sac. Hardwood floors, chef kitchen, large covered and opened deck overlooking huge private park. Grand 1s...

This Winter Park one-story home offers a two-car garage. This home has been virtually staged to illustrate its potential.

Proudly offering this beautiful mediterranean style home in highly desirable Winter Park boasting over 3000 sq ft of living space. This stunning home has so many remarkab...

Breathtaking, new-construction lakefront estate home in beautiful Winter Park, Florida. This stunning first place Parade of Homes winner was designed with family comfort ...

This Winter Park one-story home offers granite countertops, and a one-car garage. This home has been virtually staged to illustrate its potential.

Comfortable and charming bungalow in a prime location in Winter Park steps away from North Orange Avenue and Park Avenue shops and restaurants. This solidly built concret...

Pre-Construction. To be built. To be built. This stunning Modern Dutch Masterpiece is being crafted by none other than, Floridian Custom Homes of Winter Park. This timele...

BACK ON MARKET DUE TO LENDER ISSUE. HOME APPRAISED AT LIST PRICE. Amazing opportunity to own this Taylor Morrison custom home in a gated community of Eden Point in Winter...

Remodeled home located just 2.5 miles from Park Ave and 2.5 miles from the Lake Maitland boat ramp. New windows / doors. A new 2nd garage was with 10’ ceilings to accommo...

Opportunity knocks! Just blocks off Park Ave in downtown Winter Park and Winter Park Village, is this 2019 built, gorgeous, modern home. 4 bedrooms, 2 ½ baths and 2352 ...

Remodeled home with great finishes. Open kitchen and great backyard with pool

LUXURIOUS MEDITERRANEAN ELEGANCE! Impeccably maintained STUNNING 6-bedroom plus office custom home in an intimate gated community of only 5 luxury homes ideally situated ...

Masterful design and modern luxury are uniquely embodied in this Spectacular Mid-Century Modern Estate. Stylish simplicity, extensive use of glass, and open design forge ...

Move in ready, 3 bedrooms, 2 bathrooms completely renovated home in great location. This beautiful house features an open concept kitchen with stainless steel appliances ...

LOCATION! LOCATION! LOCATION! Don't miss this amazing opportunity to live in the highly coveted neighborhood of Alabama Oaks in Olde Winter Park. With DEEDED ACCESS TO LA...

Nestled in the heart of Winter Park, this fully renovated Colonial Revival home with 1/1 guest house offers a welcoming place of retreat for the entire family. Step insid...

New Listing in The Vias. Custom built, this 4 bedroom, 5 full bath pool home sits within Winter Park’s most sought-after neighborhood. Surrounded by multi-million dollar ...

This last of a kind opportunity property is located at the corner of Lake Howell Road and Grand Rd. in southern unincorporated Seminole County, Winter Park, FL. 3.48 Acre...

This 3 Bedroom, 3 bath, amazing mid-century modern home has some very unique features. A dramatic open, wood-burning fireplace that separates the living room and family ...

Stunning Mid-Century flair meets Winter Park charm. This centrally located 3 bed, 2 bath plus office abode offers over 2,400 sq ft and sits on a large .31 acre lot within...

Central living at its best in Orwin Manor. This three-bedroom, two-bath, one-car garage home among 1,543 square feet delivers location and lifestyle. This charming bungal...

Gorgeous, immaculate, well appointed Winter Park Home. This modern floor plan with an open concept and spacious layout is conveniently located in the heart of Winter Park...

** PRICE REDUCTION ** Behind the facade of this charming 1940's bungalow, here lies an alluring Winter Park oasis which is far more considerable in size and scale than it...

Catch this cozy 3/3 situated on over 1/4 of an acre before the market does! Home features tile floors throughout, open kitchen, classically styled bedrooms/bath with an e...

Under Construction. Enjoy Winter Park Lifestyle with this beautiful new home. Built by Davila Homes an award winner custom builder, this home offer modern finishes, open ...

Wonderful four bedroom family home on beautiful tree-lined Summerland. Walk to downtown Winter Park & Park Avenue, and close to Maitland City Center. This home sits on la...

Back on the market after the buyer's financing fell through. -Wow, this slam dunk Winter Park home is ready for immediate showings! This beautifully remodeled home just...

One or more photo(s) has been virtually staged. Rare Opportunity to own this large 2 Bedroom / 2 Bathroom Winter Park Condo. There are only a handful of units in this E...

New listing! Check out this amazing, newly built home by Barefoot Brothers, just steps from the East End Market. Built in 2019, this 3-bedroom, 3.5 bath home features an ...

An exquisite Chain of Lakes offering awaits the most discerning of lakefront homebuyers in the heart of Winter Park. Being presented for the first time on the market, thi...

This stunning home is located in the heart of Winter Park on a beautiful street..A courtyard welcomes you with a Wrought Iron Gate. This home has an open floor plan with ...

LOCATION and gorgeous shady lot make this ranch-style Winter Park home the perfect spot for home sweet home. This 4 bed/2 bath home features "wood-like" tile floors, upda...

A MUST SEE COMPLETELY REMODELED 3 BEDROOM, 2 BATH END UNIT HOME. MASTER BATH HAS DOUBLE SINKS AND WALK IN SHOWER, GUEST BATH HAS 6 FOOT TUB/SHOWER COMBO. LARGE OPEN SP...

Just completed! The adorable bungalow that is 1217 Kenwood Ave is located a couple houses off of famed Park Avenue and steps from the Winter Park Village which is undergo...

BACK ON THE MARKET!!! MAKE YOUR GRAND ENTRANCE to YOUR New Home in WINTER PARK'S finest GATED Community of CYPRESS RESERVE in the prestigious BEAR GULLY LAKE area! YO...

"The richness of an artist is the fusion of influences that have shaped his life and work", ~ Fernando Botero. WELCOME HOME to 2550 Venetian Way, located in the historic...