Winter Park FL. Homes For Sale

Nestled on the Shores of Lake Sylvan, Build/Renovate your Dream Home on this Half Acre Picturesque Lot. This Gorgeous Lot Sits High on the streetside and slopes down towa...

Both side of the duplex are for sale. Each unit includes 2 bedrooms, 2 bathrooms, kitchen, porch, their own laundry room, wood burning fireplace, and spacious fenced bac...

FANTASTIC 4/3 WINTER PARK HOME THAT FEATURES FORMAL LIVING & DINING ROOM, FIREPLACE, INSIDE UTILITY ROOM, LARGE SCREENED PATIO & YARD. CLOSE TO SHOPPING, SCHOOLS & 417. ...

WONDERFUL OPPORTUNITY TO OWN THIS NEWLY UPDATED HOME IN A HIGHLY DESIRABLE WINTER PARK NEIGHBORHOOD Zoned for A-rated Schools. A few minutes’ walk/bike ride to Park Ave ...

Location, Location, Location!! Cute Winter Park bungalow, spacious 2 bed 1 bath with large Den that could be used a 3rd bedroom. This Winter Park home boasts an updated k...

Luxury Lifestyle on Beautiful Lake Killarney. Enjoy the serenity of lakeside living on the largest private lake in Winter Park located in the heart of Central Florida. La...

Come and see this move in ready, fully updated 3 bedroom, 2 full bath, corner lot home in a coveted Winter Park neighborhood! The interior is completely renovated through...

Multiple Offer Situation! All offers due Sunday, October 17 by noon; sellers are making a decision Sunday, October 17 in the late afternoon. Welcome home! This beautifu...

Welcome to your Winter Park dream home. This modern farmhouse style single-family home features four bedrooms, two and a half bathrooms, and has timeless finishes that yo...

Welcome to 2629 Aloma Ave! Beautiful modern 3 bed 2 bath home featuring a large fence in back yard with a pool. This home speaks for itself, come out and see it or call t...

DOMMERICH FOREST! Outstanding Renovations throughout this 4 BD/2 BT POOL Home! Shows like a Model! LAVISH Updated Kitchen & Baths! Remodeled Kitchen with stainless Steel...

Welcome Home! This charming 3 bed 1.5 bath home is located in Albert Lee Ridge, a highly desirable area of Winter Park. NO HOA! Home is nicely situated on a grassy lot wi...

This is a charming Winter Park home is located just minutes from shopping, hospital, medical doctors and so much more. This home has recently been remodeled for rental pu...

This charming 3 bedroom, 2 bathroom home in Winter Park can be yours! Double front doors open to sleek flooring, guiding you to a cozy living room that invites you to sit...

Custom built beautiful and stately Winter Park Pool home on nearly ONE ACRE homesite in Lake Ann Estates. This home in a Hidden Gem of a neighborhood is a stunning 5 Be...

WINTER PARK - This spacious 4 Bedroom, 3 Bath gem has been lived in by owners "Mr. and Mrs Clean" since it was new. The over 2,000 square foot home has been updated and ...

This elegant modern ranch-style home is located in one of Winter Park’s most desirable brick streets only minutes away from Park Ave, the Advent Health Winter Park campus...

One or more photo(s) has been virtually staged. Come take a look at this amazing home in the highly desirable Pelican Bay neighborhood in Winter Park. With two full kitch...

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

Great location and affordable price for a first time home buyer, or great opportunity investor for airbnb income in the desirable Winter Park area. This is an oversized c...

Pond View Beauty. You are in for a real treat. Every home in the exclusive gated community of Waters Edge at Hawks Crest has been sold out. This is literally the only ...

Under Construction. A newly constructed contemporary take on a French country villa, with a total indoor/outdoor living area of 4,723 square feet (3,543 square feet of AC...

This property is centrally located in the midst of Winter Park's retail shopping, restaurants, Rollins College, Park Ave attractions, schools, museums, YMCA, Farmer's Mar...

Under Construction. Look no further than this beautiful modern farmhouse being built on a generous one-acre lot. Tucked back toward the end of a quiet road, the lush gree...

This charming family home sits on an oversized lot (100X135) in Winter Park's highly regarded Kenilworth Shores community zoned for Brookshire Elementary, Glenridge MS & ...

Scoop up this rare opportunity to own this charming duplex in desirable Winter Park! This townhome features 2 beds, 1.5 baths + attached 1 car garage. Downstairs common s...

Welcome to this Beautiful and IMMACULATE Dommerich POOL Home located on a Gem of an OVERSIZED CORNER LOT on a quiet, tree-lined street. Photos Don't Do this Justice, you ...

Some Photos May Be Virtually Staged. Great 3BR/2BA Family home with Open Floorplan. Frml Dng Rm, Living Rm, Great Rm/Office. Hardwood Floors throughout. All appliances in...

Some Photos May Be Virtually Staged. Come Home to the North Corrine neighborhoods of Winter Park, this 4 Bed, 2 Bath, ranch home offers an open floor plan, new roof, 2015...

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

SEE THIS HOME NOW!! Winter Park Pool Home, hardwood and tile flooring, screened patio, mature landscaping, NEW ROOF, and quiet cul-de-sac location. Convenient to Full Sai...

One or more photo(s) has been virtually staged. Pre-Construction. To be built. Protect your Family and your Investment! Don’t Settle for an Obsolete, Archaic and Antiquat...

Pre-Construction. To be built. BUILD-TO SUITE. ***Construction will begin after sale. Featured front elevation and floor plans can be reasonably tailored to accommodate...

Enjoy fabulous direct views of Lake Killarney from all living areas, kitchen & master suite. Unbelievable upscale finishes include marble flooring, imported Indonesian te...

Attention Investors!!! This home has great potential based on LOCATION LOCATION LOCATION. It's a two family home with extra living in a detached unit in the back. Come fl...

Pre-Construction. To be built. This impressive modern coastal farmhouse is being built by Parade of Homes award winning builder, Meridian Homes. Located on an impressive ...

Rare gem of an opportunity - don't miss this ONE OWNER, 4-bedroom home with a separate full studio apartment! Charming Winter Park home in a quiet, family neighborhood, ...

Solid and clean block home with three bedrooms, two full baths, inside laundry and a bonus room. Over sized living room with L shaped dining room and spacious kitchen th...

Beautiful remodeled, move in ready 3 bedroom, 3 bath ready for a new owner!! This cozy home welcomes you with modern ceramic tile all throughout the main floor. Wood burn...

Stunning Charles Clayton Construction home with 4 bedrooms and 3 ½ baths in the “Via’s”, one of the most beautiful neighborhoods in Winter Park. This home sits on a corn...

New listing, TURNKEY! Welcome to this stunning, fully renovated **down to the slab (2021)** 3-bedroom, 3 1/2-bath home in one of Winter Park's most desirable areas. Conve...

the street and in the surrounding area. Plenty of room to build - the city allows for nearly 3,000 square feet to be built on this lot. Zoned for the area's most sought-a...

Very motivated seller, new price, $30,000.00 total price drop. Gorgeous home in Winter Park, close to all amenities, shopping, restaurants, all grade A schools, short dr...

Welcome to Winter Park! Perfectly located in 32789 is this beautiful 2 Bed, 1 Bath home that has been impeccably maintained and refreshed. This home has great Curb Appeal...

Located in the heart of Winter Park, do not miss this opportunity to scoop up this residential lot to build your dream home. Take a stroll or grab your bike for a quick ...

Extraordinary opportunity to live the lake life in this beautiful one-story, custom designed 5 bedrooms, 3.5 baths, 3 car garage LAKEFRONT pool home with a covered boat d...

This is a fantastic location for your new home build, or to do a complete remodel and upgrade to the existing home. The value is in the 18,388 square foot lot on a quiet...

Welcome to this 4 bedroom, 3 bathroom, single-family home located in the community of Winter Woods in Winter Park. This home features a formal living room that opens to t...

NEW PRICE! Luxury buyers seeking high quality custom construction in the Winter Park, Orwin Manor, College Park areas will want to preview this gorgeous open floor plan ...

**JUST REDUCED** This wonderful recently remodeled 4 bedrooms, 2 bath 1979 sq. ft. pool home is located in one of Seminole’s most sought-after neighborhoods Quail Run!! T...

Welcome to this beautifully updated home in WINDSONG! Marvelous floor plan offers generous and spacious rooms throughout, along with plenty of areas to enjoy outdoors as ...

One or more photo(s) has been virtually staged. This Winter Park one-story home offers an in-ground pool, granite countertops, and a two-car garage.

This well-appointed beautifully maintained CUSTOM 4-year-old home located on one of Winter Park’s sought-after brick streets under a canopy of trees on what is known as t...

Elegance prevails in this highly customized modern Mediterranean home from one of Winter Park’s premier builders, Ryan Palmer. Located on a quiet cul-de-sac in the heart...

Under Construction. Estimated completion March 2022. WELCOME HOME! This is Winter Parks newest addition to the luxury home market! This dramatic and sophisticated 5 bedro...

Welcome to this amazing property featuring three separate living structures. The main home consists of 3 bedrooms, 3 full baths, 2 half baths, 3151 sq ft with a pool. The...

Mediterranean courtyard home in close proximity to major travel arteries, yet located on one of Winter Park’s quintessential quiet bricked streets in the heart of Winter ...

Welcome to Winter Park's most recent beautiful Transitional Style, NEW CONSTRUCTION home! Precision craftsmanship showcases a harmonious blend of elegant, warm, and moder...

The definition of relaxed elegance. A remarkable collaboration by Phil Kean Design Group and Scout & Co. Lifestyle + Design resulted in a dreamy 4,027 SF custom built hom...

This beautiful home is situated in the heart of Winter Park. With just a short distance to all major restaurants and shopping centers, come see why so many love to call W...

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...

Hold Up and Stop the Car!!! This home should be one of the candidate's for HGTV!! Come to live in a charming Mid-Century home totally upgraded with modern style and featu...

Magnificent custom home offers Luxury, Location & Lifestyle! (4) Bedrooms + Office/Library/Den + Bonus Room. (4) Full baths + (1/2) Bath. Professional Designer has made ...

Just Listed! Stunning, Mediterranean-inspired pool home in Winter Park’s Windsong community. This exquisite 3-bedroom home offers over 3,000 SF of luxurious interior livi...

NEW PRICE! If there is a property where the main statement of the Real Estate business is fulfilled, it is at 101 N Lakemont Av, because it is located on a beautiful corn...

One or more photo(s) has been virtually staged. One or more photo(s) has been virtually staged. Beautiful Winter Park Pines GOLF FRONT home... NEW ROOF & SKYLIGHTS 2021 N...

LOCATION! 2-Story Gem with over 4600TSF POOL Home & GUEST HOUSE, total of 4+bedrooms & 4 full baths situated on just under half-acre. Lush landscaping surrounds this clas...

This property is located just feet from popular shopping and dining. This home boasts all the charm that Winter Park is known for and is a short walk to downtown Winter P...

Come take a look at this beautifully updated home in Winter Park!! This spacious 4 bedroom, 2 bathroom home with an office/flex space has been redone in all the right pla...

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

This is an awesome investment opportunity in the heart of Winter Park next to tons of shopping and a beautiful golf course. Location! Location! Location! Don't miss out! ...

LOCATION LOCATION LOCATION! This lovely Winter Park home has it all and is ready for every lifestyle in this sought after pocket of homes. Baldwin Park Dog Park, and Play...

Pre-inspected. Offered for the first time in over 30 years! Winter Park’s only original, charming and completely remodeled historical farmhouse. Known as the “Harris-Edi...

A gorgeous urban oasis sitting on Lake Forest right in the middle of Winter Park! Zoned for Audubon Park K-8 and Winter Park High School, this home sits on Lake Forest wi...

Welcome to this charming 3 bedroom, 2 bathroom, single-family home located in the community of Eastbrook in Winter Park. This home features a spacious living room with sl...

Welcome home! This beautiful Winter Park home is one story ranch style, single family pool home 4 full bedrooms and 2 baths in main house. The picture window looks out to...

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...

On almost one acre in the heart of Winter Park, this beautiful Victorian home was extensively and meticulously remodeled and modernized in 2002 and 2011, while still reta...

"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...

Pre-Construction. To be built. Welcome to one of Winter Park’s most desirable neighborhoods, Park Grove. Step back in time with this 1930’s version of Art Deco with a Mo...

Beautiful Colonial Estate Located In Highly Sought After Downtown Winter Park. New Roof Installed 08/2021. Large Front Porch overlooking immaculate landscaping. Inviting ...

One or more photo(s) has been virtually staged. BRAND NEW ROOF 9/2021!!! GATED COMMUNITY ~ LAKE VIEW ~ BRAND NEW POOL & FULL SUMMER KITCHEN (2021) ~ TWO PRIMARY SUITES (1...

**** PRICE REDUCED TO $780,000 **** BRAND NEW ROOF **** 3 BEDS 3 BATHS 0.46 ACRES 2,808SQ FT + 1 bed 1 bath 1 kitchen 560 SF DETACHED GUEST HOUSE. ORIGINALLY BUILT IN 19...

Great 3/2 home plus Office or 4th Bedroom located in the quiet neighborhood of Albert Lee Ridge a highly desirable area of Winter Park. No HOA. Home features a great la...

This is a CASH only sale. Ideal Park Avenue location, this block home is less than 2 miles to the shops of Park Ave and Winter Park Village. This home will need some reno...

Under Construction. Under Construction. Single family home and model unit. Four bedrooms and 3.5 bathrooms equipped with an elevator. Can be sold furnished. Enjoy luxury ...

Pre-Construction. To be built. This impressive modern coastal farmhouse is being built by Parade of Homes award winning builder, Meridian Homes. Located on an impressive ...

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...

Location, Location, Location. Right in the heart of Winter Park. This property is the perfect opportunity to build a new home. Close to the Winter Park Village, Rollins...

Here is your opportunity to own an elegant home on the Winter Park Chain of Lakes and only steps from the Park Avenue retail district and downtown Winter Park. This home ...

Welcome to your very own tropical oasis! As you walk up to your FRESHLY PAINTED (2021) Winter Park home you are consistently greeted by many Florida native birds and will...

Rare opportunity to own a completely multi-generational home in the exclusive neighborhood of Talman Mews on DUAL lots. The statement entrance begins under the portico w...

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

Under Construction. Ready for you to move in before Thanksgiving! Native Homes presents Milan - a one-of-a-kind home designed by Dan Delong of Origins Residential Design ...

Pre-Construction. To be built. Take a deep breath because you're home in this fantastic Winter Park new-build, located minutes away from Rollins College, Park Avenue, sho...

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...

ATTENTION INVESTORS! Great investment opportunity, with tenants in place, in highly sought after Winter Park! This spacious 5 bedroom 3 bathroom features a split floor pl...

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...

LOCATION, LOCATION, LOCATION! Fantastic investment or development opportunity to build either your dream home or a multifamily home properties on this incredible street. ...

Meticulously crafted by the Phil Kean Design Group, this 2021 "New American Home" located in Downtown Winter Park exquisite residence presents a one-of-a-kind opportunity...