Winter Park FL. Homes For Sale

Elegant Modern Mediterranean in heart of Windsong on premium lot backing up to greenspace… Bright-open floor plan, wonderful for entertaining, gorgeous hardwood and light...

Welcome to beautiful 1811 Bryan Avenue, centrally located in the heart of Winter Park! This exceptional home has been carefully reconstructed as an almost new home! Open ...

This solid 4/2 block home ideal for an investor or first time home buyer. Although it is nearly move in ready, one could purchase this home well below market value and do...

The value is in the land. Fantastic location. Unique opportunity to build a custom home with Maroon Fine Home, Inc. This beautiful property is located only a few bl...

MOVE IN READY! Complete Renovated 3 bedroom, 1 bathroom home with a bonus room. New Roof, new windows, Granite counter top, New Appliances, new fixtures, fresh paint insi...

Tree-lined Established Winter Park neighborhood awaits!. “The Hills of Winter Park” offers Location, Convenience, and Excellent Schools. Located just minutes from downt...

Location, Location, Location! This location doesn’t come along very often, so this could be an opportunity for you to own this charming and unique Sears catalog “Crescent...

Renovated in 2016, this stunning, brightly lit home has a spacious open floor plan perfect for entertaining! Located in the incredibly desirable City of Winter Park, thi...

It’s 2019 what does every buyer want? How about SMART TECHNOLOGY, BARN doors, LAMINATE floors, 5-1/4 baseboards, a TOP-OF-THE-LINE chef's kitchen with premium finishes an...

Central location in Winter Park. Large corner lot that offers multiple opportunities for outdoor entertaining. Move in ready. Short walking distance to Winter Park ...

LOCATION, LOCATION, LOCATION!! Perfect 3/2 family home located in much loved unincorporated SEMINOLE County. Home is conveniently located near TOP RATED schools, banks, ...

Desirable Winter Park Estates – tucked away, yet close to everything! Beautifully updated this 3 Bedroom, 2-Bath POOL home boasts tons of quality touches and is move-in...

Are you looking for that special Winter Park home with separate In-Law Suite?? Look No Further! This is the Winter Park home that you have been looking for. Warm and fami...

Stylish, spacious pool home in Winter Park with sprawling private backyard, and at a price you simply can’t believe – what more do we need to say? Situated in the quiet,...

Under Construction. "Under Construction" Brand NEW energy-efficient home ready November 2019! The Pomelo has an open floor plan with lots of flexibility. Flex space can b...

This is it! The modern farmhouse with every feature you've been looking for in your Winter Park home. New construction from one of the area's most popular builders, you'l...

This Winter Park gem is ideally located in the sought-after Winter Park area of Orlando. Situated in a quiet cul-de-sac this single story 3 bed, 2 bath home is beautifull...

Investment opportunity! This 3 bed 2 bath home in Winter Park offers opportunity to make this house your own!

WOW!!! This beautiful home located in downtown Winter Park, is a MUST SEE! This home has a very modern style to it, while being everything that a family home should be. T...

Located on a cul-de-sac in a desirable gated community in Winter Park, this 5 bedrooms/3 full bathrooms/2 ½ bathrooms house sits on an oversized lot. The community border...

Welcome home to Winter Park, Florida! This 3 bedroom, 2 bathroom single family home features 1,568 square feet of open and versatile living space. Recent UPGRADES include...

Lovely 4/2 home with screen patio & 2 car garage

Welcome to this move-in-ready 4 bedroom, 3 1/2 bathroom pool home located in the wonderful community of Enclave at Aloma in Winter Park. This home features an open livin...

By far one of the most dramatic interiors of any home on the market in Winter Park. Award winning Brian Schlosser of NV design as created this exquisite remodel in the he...

Well maintained and move-in ready, this great family home is located on a large fenced corner lot! The flooring is tile and laminate and there was a new roof in 2015, A...

A rare opportunity presents itself with this amazing new listing. Located just a short walking distance to the Winter Park Golf Course and a few blocks from Park Avenue, ...

One or more photo(s) has been virtually staged. A beautiful home awaits in a serene community with NO HOA in the heart of Winter Park! Situated on a LARGE LOT and zoned f...

This is your opportunity to live in the spectacular and highly sought after Sicilian Shores section in the "Via's" of Winter Park. The Via's is one of central Florida's m...

Renovated in 2018 and move-in ready. In a great Winter Park location with deeded access to Lake Killarney. Situated on a large 0.35 acre lot in a quiet neighborhood with ...

Beautifully remodeled property in the heart of Winter Park. This home features several upgrades that include fresh Interior and exterior paint, custom wood cabinets, quar...

Under Construction. "Under Construction". Brand NEW energy-efficient home ready January-February 2020! The Valencia features an open floorplan providing flexibility and i...

Under Construction. "Under Construction". Brand NEW energy-efficient home ready January-February 2020! Use this Florentine's first-floor flex room as a formal living or d...

Under Construction. "Under Construction". Brand NEW energy-efficient home ready January-February 2020! The one-story Shore home features a split floorplan. Gourmet kitche...

Under Construction. "Under Construction". Brand NEW energy-efficient home ready February 2020! Relax and unwind in the Chislett's private master suite featuring tray ceil...

Under Construction. "Under Construction". Brand NEW energy-efficient home ready January-February 2020! The Palermo II is a one-story home featuring tile roofing, 3 car ga...

Winter Park - Off Park Avenue in million dollar neighborhood!! Spacious 3 bdrm 2 bath bungalow on brick street with custom lamp posts. Home features living, dining & fa...

This charming 3 bedroom, 2 bathroom home is located in sought-after Winter Park. The layout features such as a SPLIT FLOORPLAN and sizeable SCREENED LANAI with tile floo...

Adorable 3 Bedrooms /1 Bathroom in the Heart of College Park, Close to Dubsdread Golf Course Area with Winter Park address. Dubsdread Golf Course right around corner. Hom...

This stunning Winter Park home, situated in the desirable Orwin Manor neighborhood, combines style and elegance with the most convenient location in all of Central Florid...

This Winter Park one-story home offers an in-ground pool, a patio, granite kitchen countertops, stainless steel kitchen appliances, a master bath step-in shower, a master...

One or more photo(s) has been virtually staged. In the heart of Olde Winter Park, this 1920s boasts modern finishes and updates keeping true to the original charm. Locate...

Location,! Location! Don't miss this Prime Winter Park Location gem in the rough. Walk to Winter Park Village. Close to Rollins College, the Winter Park Farmers Marke...

Builder's dream lot! This very large lot, 77x151.42, is located on one of the very desirable "tree streets" of Winter Park. Extremely convenient location, walking dista...

Stately custom Winter Park estate on Lake Maitland spans over 10,000 sq ft, offers 6-bed,7-baths,2-half for gracious living and refined comfortable entertaining.Two-story...

Modernized gourmet kitchen with eat in area, featuring French doors opening to a private enclosed large outdoor brick paved yard, perfect for year round Florida en...

Under Construction. Unique ONE-STORY build on oversized lot. Brand new construction offered by Rex-Tibbs Construction, one of Winter Park's premier custom home builders f...

Stunning Spacious 5 Bedroom 3.5 Bath POOL HOME with 1ST FLOOR MASTER now available with a Winter Park address. This Beautiful 2 Story is ready for your extended family an...

This beautiful Spanish Casita style home is located in highly desirable Winter Park. It is a short distance to Park Avenue, Hannibal Square, and Winter Park Village. Ente...

INVESTOR ALERT! Great tenants in place and occupied until 5/12/20. Owner has moved out of state and looking to sell. Beautifully remodeled home in A-rated school distric...

INVESTOR ALERT! Great tenants in place and occupied until 5/15/20. Owner has moved out of state and looking to sell. Beautifully remodeled home in A-rated school distric...

This beautiful 7 bedroom pool home features a traditional layout with formal living and dining rooms, an open kitchen and family room, and downstairs guest bedroom. From ...

INVESTOR ALERT! Great tenants in place and occupied until 5/12/20. Owner has moved out of state and looking to sell. Beautifully remodeled home in A-rated school distric...

INVESTOR ALERT! Great tenants in place and occupied until 5/12/20. Owner has moved out of state and looking to sell. Beautifully remodeled home in A-rated school distric...

This beautiful 3 bedroom home, features a comfortable floor plan, and a fenced backyard with a large salt water pool great for family activities and entertaining guest. C...

A very well maintained 3 bedroom 2 bath home on cul-de-sac close to Winter Park, airport and shopping. This home has a large formal dining room and living room. It has a ...

Florida Bar AS IS Contract only Property is Owner occupied, please do not disturb, but direct inquiries to listing agent. Need 48 hours notice to view interior.

Welcome to this lovely 3 bedroom, 2 ½ bath home just minutes from both Park Ave and Baldwin Park, providing shopping, dining and entertainment for all your needs! This ho...

***WONDERFUL WINTER PARK*** NEW QUALITY CONSTRUCTION!!! This Fabulous 5 Bedroom, 3 and 1 Half Bath New Build has it all! Huge First Floor Master Suite with Walk In Clo...

Mulitple offer notice...highest and best due from all buyers by 11/13/2019 11:59PM Mountain Standard Time...Awesome opportunity to own this 4 bedroom 3 and a half bath Po...

Look no further, this home is located in a sought-after Winter Park community with A rated schools. The updated kitchen will be the center focal point of the house with ...

This Winter Park one-story cul-de-sac home offers ceiling fans, an open patio, and a two-car garage. Upgraded features include new interior paint throughout and new carpe...

One or more photo(s) has been virtually staged. PICTURESQUE WINTER PARK LOCATION! Perfectly nestled on almost half an acre, this stunning 5 bedroom 5 1/2 bath pool home o...

A luxurious lakeside lifestyle awaits you in this exquisite 5 bedroom 5.5 bathroom 6,000+ sq ft Winter Park waterfront estate. With a lot comprising of just under 3/4 of ...

Amazing opportunity to own this brand new transitional style custom home in Winter Park. The exterior features paver driveway and walkway, neatly landscaped yard and a fr...

No HOA and under market value! This quaint 3 bedroom, 2 bath home on a large corner lot is ready for new owners. Light cosmetic work is needed to make this a perfect home...

Classic Winter Park home combines character, quality and extreme live-ability. Do you like to entertain? High end ( to the studs) renovated chef's kitchen with large cent...

This extraordinary, one-of-a-kind home, just 3 blocks from Park Avenue offers a luxury Winter Park lifestyle in a low maintenance easy living package - and it lives BIG! ...

One of the lowest-priced new construction in 32789 with top quality custom construction. Stunning coastal modern home, wide open and very bright living areas, 3 bedrooms/...

Meticulously constructed 4 bedroom, 5.5 bath pool home in The Vias. Encompassing over 6,200 square feet of beautiful interior space, this home sits on an oversized .42 ac...

One of the lowest priced New Construction in 32789 with top quality custom construction. Stunning coastal modern home, wide open and very bright living areas, 3 bedrooms/...

GORGEOUS newer construction home in Winter Park! This unique home has 5 OVERSIZED bedrooms and 5 full baths, plus 1 half/pool bath, with plenty of BACKYARD SPACE! The flo...

Fabulous Winter Park premier zip code 32789 with brick roads. This house has an excellent floor plan, large bedrooms and a large fenced in back yard. Minutes from all tha...

Experience the pride of ownership with this Winter Park Charmer! UPGRADES GALORE! This well-maintained 4 bedroom 2 bath home is in the heart of Winter Park Pines, a highl...

Don't miss your opportunity for this newly constructed Winter Park 5 bedroom 4.5 bath home in this exclusive, gated community. This two story home has everything you coul...

Multiple offers received. Highest/best offer submittal deadline is 11/8/19, 5 p.m. See MLS attachments for addendum. Fantastic opportunity to remodel to your own taste ...

Enjoy maintenance free living at Hawks Crest at Winter Park! Clubhouse,walking trails, gym, dog park, canoe launch to Lake howell to enjoy beautiful sunsets are all a apa...

This property may qualify for Seller Financing (Vendee). BEAUTIFUL Home! Backed up to conservation so no rear neighbors! This 3 bedroom 2 bathroom home with a bonus room...

Centrally located on a corner lot in the Winter Woods Community within the desirable Winter Park. Looking for separate living space, dining room and kitchen? This is it...

One or more photo(s) has been virtually staged. PRICED TO SELL! Welcome to Sanctuary at Aloma's EXCLUSIVE GATED COMMUNITY, on a quiet, private CUL-DE-SAC with a DIRECT PO...

NEW PRICE... PRICE TO SELL AS-IS... Cozy Home 3 Bedrooms 2 bath located in the beautiful Trinity Bay with deeded access to Lake Burkett. Convenient to Winter Park, Tuscaw...

Come see this home first! This Winter Park bungalow is located a block away from beautiful Lake Killarney to enjoy evening walks, or bike rides. Conveniently located near...

This Spectacular local art curator's home is an elegant Winter Park lakefront masterpiece custom built with luxurious finishes by Fred Schaub Homes. Including the outside...

Stunning updated two-story home on a quiet brick paved street in Winter Park. This home features 3 bedrooms, two of which are large master suites with en-suite baths, the...

As you walk in through the front door, your greeted by your open floor plan, with a gorgeous view of your pool. The pool area has been remodeled, and placed perfectly in...

Pre-Construction. To be built. PRE-CONSTRUCTION - Don't miss out on this gorgeous new construction home in Winter Park! This 5 bedroom 4 bathroom house includes huge room...

This is a wonderful opportunity to own a beautiful Winter Park pool home. Elevated on a large lot of over half an acre in the desirable Sevilla neighborhood, this home ha...

Location, Location, Location, Great Opportunity to live walking distance from Park Ave in Winter Park and a few steps to Hannibal Square historic community of shops, rest...

This TOTALLY renovated Winter Park home is located on a tree lined street, just 2 miles from quaint downtown Winter Park. This home has a split bedroom plan for your priv...

A CHARMING single story cottage style home with GREAT curb appeal located just a few blocks away from Park Ave, Rollins College and all that Winter Park has to offer. Thi...

Gorgeous Custom Home on Skiable Lake Now Available. 1st Place Parade of Homes Winner. Luxury Lifestyle on the Water awaits. This home was designed with comfort, entertai...

This two-story house, in the heart of Winter Park, features 11 rooms including a spacious master suite, guest bedroom and powder room downstairs, large family room, kitc...

Located on the shores of Lake Howell, this Lakefront property offers the potential buyer over 4 acres of High and Dry Land in a serene natural setting. After viewing the ...

Welcome home to this one-story estate in Windsong custom built by Cahill Homes! Every aspect of this home as been meticulously updated with the finest appointments. The s...

AMAZING FULL RENOVATED LAKE ACCESS HOUSE ,PERFECT LOCATION Don"t miss out on this rare opportunity to purchased this newly renovated gem located in the much desirable Ju...

If you are looking for Winter Park charm, you have found it! 4 bedrooms, 2 ½ bath, and 2164 sq/ft home will make you feel right at home. As you walk up the brick drive...

Welcome to 1531 Golfside Dr, your Winter Park paradise. As a true golf front home, this 3 bedroom beauty evokes nostalgia and comfort. From the stone fireplace, to the ...

If you are looking for a Winter Park address, this home is a must see. A true GEM on Karolina on Killarney. You’ll be buying 2 homes on one lot!! You must see it to truly...

WOW NEW PRICE! Don’t miss out on this open floor plan home situated on almost 3/4 acre lot on tranquil Bear Gully Rd. in Winter Park! The home features open floor split c...

Meticulously maintained mid-century home on an oversized CORNER lot in the middle of Winter Park! Located just minutes from shopping, dining and Winter Park Memorial Hosp...

Under Construction. New Construction! This two-story crafstman home features 4 bedrooms and 4 full bathrooms in nearly 3,400 square feet of living space. The location is ...

NEW CONSTRUCTION-This Beautiful New Country-Contemporary Home was orchestrated by an award winning team of professionals. >Green Apple Architecture >SEI Custom Homes >Deb...

Move-in Ready! Classic Homes presents the Urban Farmhouse in this new enclave of 30 custom homes along the shores of pristine Lake Killarney with access to the Lake via a...

This Winter Park one-story home offers a fireplace, granite kitchen countertops, a master bath step-in shower, bathroom granite vanity, and a patio. Upgraded features in...

Lovely Upgraded Winter Park POOL home with 3 Bedrooms, 2 Baths Plus Office/Den, HUGE FLORIDA ROOM with a REMODELED KITCHEN & UPDATED BATHS on a LARGE, FULLY-FENCED CORNER...

Come and look at this great estate in a great neighborhood in the Winter Park area. The owners have maintained this home with all necessary upgrades and made it move in r...

Spectacular Custom Spanish/Mediterranean Home Locate In The Heart Of Winter Park , This Beautiful Home Is Featuring A Large First Floor Master Bedroom With Him/Her Walkin...

Beautifully maintained home on an exceptional and quiet street in Golfside area of Winter Park. From the Chicago-like brick facscia to the manicured landscape, this home...

Under Construction. Located in Winter Park. Great schools, restaurants and shops are abound. It is time to call the Weitzel your new home! Your downstairs master bedroom ...

Great opportunity to own in Howell Branch Woods / Eastbrook with a Winter Park address. Convenient to downtown Winter Park, Maitland, UCF, Full Sail, neighborhood schools...

Under Construction. Soak up all the charm of the Seaberg Floor Plan. Located in the highly sought out area of Winter Park, 32789. This premiere location is walking distan...

Under Construction. Introducing Phil Kean's latest project - The Morse + Pennsylvania Townhomes. A private enclave of high-end urban lock + leave residences comprised of ...

GREAT OPPORTUNITY WITH THIS 4 BEDROOM, 2 BATH WINTER PARK POOL HOME - PRICED SO YOU CAN ADD YOUR PERSONAL DESIGN! ESTABLISHED GLENMOOR COMMUNITY, THIS PROPERTY HAS A LAR...

Great Location! Beautiful spacious home located on a quiet cul-de-sac in Winter Park. This home has 4 bedrooms, 2 baths, an eat-in kitchen and family room. Just off the f...

This Charming waterfront house located in best of Seminole county School Zone and the recent upgrades add to the beauty and significant values. The kitchen has been renov...

A truly unique and rare contemporary home in the tranquil Winter Park oasis that is Windsong! This beautiful property was built in 2011, Architectural details such as flo...

This Winter Park one-story offers quartz kitchen countertops, a breakfast bar, and a two-car garage.

One or more photo(s) has been virtually staged. Under Construction. Welcome to your new Winter Park home to be completed before the end of the year! Quality, established ...

Wow ! HGTV - Worthy renovation. Fully Renovated Home! Gorgeous three bedroom, two bathroom home. ORIGINAL hardwood floors professionally refinished! Stainless appliances ...

Enjoy your own personal oasis in this ideal home and serene community in the heart of Winter Park! Situated in a serene GATED COMMUNITY and zoned for TOP RATED SEMINOLE C...

Large lot on prime street surrounded by multimillion dollar homes in Winter Park! Just blocks from Park Avenue and Rollins College, this property is ideal for remodeling...

Investment or Residential Propert on brick street. Located between Winter Park and College Park. Multi-Family zoning. Property AS-IS.

Quintessential Winter Park lakefront living at its best, an incredible opportunity to own a spectacular estate located on the shores of beautiful Lake Virginia, in close ...

Elevated on a stunning corner, double lot with panoramic views of Lake Sue, this gorgeous "Aurora award-winning" lakefront estate exudes elegance and grandeur. Luxury abo...

PRICE IMPROVEMENT! Reduced $25,000! Beautifully renovated mid-century modern Winter Park bungalow on a corner lot! Spacious 2/2 with over 1750 SF and high-end finishes wi...

FOR A LIMITED TIME SELLER WILL PAY ALL ALLOWABLE CLOSING COSTS W BUILDER APPROVED LENDER/TITLE! Welcome home to this AMAZING gated Winter Park community... Lake Florence ...

Location, Location, Location. Right in the heart of Winter Park. This property is the perfect opportunity to build a new home. SOLD AS-IS. NO HOA.. Close to the Wi...

This neighborhood has been consistently rising in value with new million dollar homes being built in the surrounding neighborhood. Excellent floor plan with master split...

Lovely, large, spacious home in Winter Park, Florida. 4 bedrooms, 2.5 bathrooms, with bonus room, perfect for office, study, etc. This home has: plantation shutters, ceil...

MOVE RIGHT INTO THIS 5 bedroom 2 bath beautiful pool home. This home has been totally remodeled with a farm house feel. New roof, new AC, new doors and windows, fresh pai...

Charming home in desirable Winter Park! This home has been beautifully maintained and upgrades include Updated kitchen granite countertops, master bath and guest bath ren...

Located in the heart of Winter Park with close proximity to shopping, Winter Park hospital, and A rated schools.This 6,592 square foot lot is ready to build your dream ho...

A STUNNING PRIVATE OASIS less than 1 mile from Park Avenue shops, restaurants, and entertainment!! This lovely three-bedroom two bath home is waiting! With tons of update...

Timeless and turn-key perfection. Warm and inviting! Top designer’s modern traditional personal home. Large lot 100 x 140. One owner, custom home by Bill Lynch and Slocum...

PEACEFUL CUL-DE-SAC IS THE PERFECT LOCATION FOR THIS 3 BEDROOM 2 BATH SPLIT PLAN! ORIGINAL OWNER HAS LOVINGLY MAINTAINED THIS HOME & IT SHOWS!! LARGE MASTER SUITE WITH ...

Start Packing! This elegant 5 bedroom 4 bath pool home in Winter Park home has all the bells and whistles, when you drive down the private road you will discover one of t...

GREAT LOCATION IN DESIRABLE WINTER PARK AREA!Minutes away from hwys 417 & 436 with convenient access to all points east & west of Orlando. Just minutes away from Orland...

This Stately Custom Built Rex Tibbs traditional home with Stunning Curbside Appeal sits back off of brick lined Via Tuscany in heart of the "Vias". The horseshoe drivewa...

STYLISH, STUNNING AND RENOVATED TO THE NINES this 3 bedroom/2.5 bath Winter Park home has great access to Interstate 4 and both Winter Park and Orlando downtown areas. Wi...

Sprawling, Well-Built SIX Bedroom, Four & a Half Bath #4462 Square Foot Concrete Custom Estate Home with Two-Car Garage Across the Entrance from INTERLACHEN COUNTRY CLUB!...

Move in ready new construction surrounded by new construction. Every refined detail has been addressed in this impressive two-story home featuring an open floor plan w...

Just reduced! Now you can afford to live in the highly desirable city of Winter Park! This beautiful 3 Bedroom, 2 Bath home is located in the Winter Woods Community subd...

A unique offering to say the least. Originally built in 1920, the woodwork highlights the best of lost skills retained in the massive renovation done in 2009. Sitting on...

This desirable location is perfect for a starter home or a renovation opportunity. Located on a quite corner, this 10,073 square foot lot a wonderful spot for your new d...

Located in the heart of Winter Park, this unique home sits on an expansive and lush 1.7-acre lot, with a quaint canal leading to Lake Virginia running through the back po...

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 ...

This Winter Park CHARMER awaits you. Remodels were done in 2008 & 2017. Beautiful & unique Italian porcelain tile full of CHARACTER welcomes you at the front door. Meticu...

Under Construction. Soak up all the charm of the Seaberg Floor Plan. Located in the highly sought out area of Winter Park, 32789. This premiere location is walking dista...

The value is the land. You cannot get a better location than this almost 1/3 acre lot sitting on the corner of Park Avenue and Louisiana which is prime for development. B...

Welcome Home to Bear Gully Bay, a Wonderful, Private & Quiet Winter Park Community of Custom Homes on a cul-de-sac. Upon entering you will love the soaring ceilings with ...

PRIME WINTER PARK LOCATION!! Quaint and filled with charm, this 3bdrm/2bath home is situated on a spacious, tree-shaded lot with fenced backyard. Zoned for Winter Park's ...