Winter Park FL. Homes For Sale

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...

Set on a private corner lot in the heart of Olde Winter Park on one of its most charming brick-lined streets is a carefully crafted estate, defined by modern elegance and...

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.

Welcome to the Winter Park Pines, with tree lines streets and the mailman that delivers to your door! You will not want to miss this beautifully, FULLY renovated home in ...

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 ...

Nestled in one of the most sought-after areas of Winter Park, this magnificent Mediterranean-style estate is moments from the renowned Park Avenue. Custom built and craft...

Modern Gem located a block away from Park Ave! This 3 bedroom, 3.5 bath home boasts open spaces and clean lines inside and out. Highlights include upper and lower master...

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...

Location, location, location! Highly sought after Winter Park neighborhood. Pride of ownership shows throughout this home. 3/2 Main home and a 1/1 Mother-in-law suite, bo...

Beautifully renovated mid-century modern Winter Park bungalow on a corner lot! Spacious 2/2 with over 1750 SF and high-end finishes will be sure to impress. Gorgeous kitc...

French Mediterranean lakefront on 1.25 acres moments from Park Avenue, this truly magnificent estate boasts over 200 feet of waterfront on Lake Mizell. The 2007 Parade of...

Thoughtfully designed, expertly crafted and built by Gallimore Homes, this move-in-ready CUSTOM beauty is absolutely STUNNING! Nestled on a tree-lined street in the heart...

Welcome home to this gated Winter Park community... Lake Florence Preserve! It is a quaint, 28 home community with access to Lake Florence with BEAUTIFUL community dock, ...

Welcome home to this AMAZING gated Winter Park community... Lake Florence Preserve! This quaint, 28 home community has access to Lake Florence with a community dock, so b...

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...

PRICED UNDER MARKET VALUE!! You have to see this one to believe it! Welcome to Sanctuary at Aloma's GATED COMMUNITY, on a quiet, private CUL-DE-SAC with a DIRECT POND VIE...

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...

No HOA! A MUST SEE!! Beautiful 4 bedroom 3 bath home in desirable Winter Park. This home has a fully equipped kitchen with stainless steel appliances, wood cabinets and ...

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...

Enclave at Aloma welcomes you through gated entrance and enjoy living in this secure and beautiful family friendly Winter Park neighborhood! Welcome Home to immaculately...

STUNNING RENOVATION of this Coastal Traditional 4 Bedroom - 3.5 Bath POOL home located in quiet cul-de-sac neighborhood. Oversized front porch accented with red brick. ...

This updated 3 bed 1.5 bath is tucked away on a quiet street conveniently located near Dubsdread and College Park. Flexible floor plan with plenty of living space and a ...

Meticulously loved and move-in ready, this split plan 4 bedroom 2 bath block home with lots of QUALITY updates in the highly sought after Winter Woods neighborhood in Win...

This lovely updated split plan four bedroom, two bath home in Winter Park is just 4.9 miles to Park Ave. With an oasis backyard boasting a spacious newly resurfaced pool ...

This charming waterfront house located in best of Seminole County School District and immaculate water views add the value and beauty to this property. The house is in tu...

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...

Three bedroom and 2 full baths with a large screened patio overlooking fenced backyard - Two car garage with garage door opener - Inside laundry room - Home has newer win...

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...

Adorable Bungalow in Winter Park! Stroll to Mead Gardens. Beautifully landscaped yard, brick paver driveway, 1 car garage leads you into this well maintained home. The li...

Timeless and turn-key perfection. Warm and inviting! Top designer’s modern traditional personal home. One owner, custom home by Bill Lynch and Slocum Platts. Total renova...

Convenient location in desirable Winter Park. Updated in '95 & additionally 2016 with modern luxury features. A dream kitchen with tons of storage, granite counter tops, ...

PEACEFUL CUL-D-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 U...

Wow!! A great opportunity to own a spacious 4 bedroom, 1 bath home in Winter Park. NO HOA and large lot!! Close to shopping, Close to Winter Park Shopping area, Downtown ...

With effortless access to popular shopping and dining, you are central to finer things in life at this prime location in the heart of Winter Park. Stroll to Sprouts organ...

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/...

Discover, this beautiful totally renovated upgraded Winter Park HOME. The house boasts an open floor plan with neutral calming colors throughout. The kitchen boasts mode...

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...

Welcome home to the Winter Park Pines, where the mailman delivers to your door and sidewalks line both sides of the street. This home is tucked away on a beautiful, quiet...

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...

Price below appraisal! Don't miss out on this magnificent home in one of Winter Park's most desirable areas near Lake Sue! This is a transitional Rex-Tibbs built home tha...

This is your chance! Don’t let your future home slip away! This beautiful 3 Bedroom, 2 Bath home is located in the Winter Woods Community of Winter Park. Just minutes awa...

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...

Winter Park Chain of Lakes modern masterpiece home custom built by Fred Schaub Homes. Close to 5,000 square feet of luxurious finishes, pristine lakefront views and moder...

END YOUR DAY WITH A SPLASH This Beautiful Three Bedroom Two Bath Pool home is located in the much desired community of Autumn Glen. This home is located on a quiet Cul-...

Under Construction. Under Construction. Pick your design prior to breaking ground. Modern Coastal and European Farmhouse elevation plans in the heart of Winter Park. Clos...

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 Italian porcelain tile full of CHARACTER welcomes you at the front door. Meticulously ma...

Under Construction. Between now and September 30, 2019, take advantage of $10,000 in Flex Dollars to be used toward a Home Discount or Closing Costs! Combine this with $5...

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 ...

Spectacular home in a great Winter Park location...this 4 bedroom custom home is located on a quiet street in the heart of Winter Park. The 1st floor has stone flooring &...

Totally refurbished and move-in ready! Exceptional value - price $20k below recently appraised value!! This charming and cozy Winter Park home features a separate living ...

INVESTOR SPECIAL!! This Winter Park home is on a 7700 square foot lot that will allow you to build up to 3312 square footage of living space. Homes with this lot size and...

Newly renovated spacious 4 bedroom 4 bathroom home located in heart of beautiful Winter Park. Brand new flooring throughout the house! All bedrooms are located downstairs...

BEAUTIFUL HOME! TOTALLY UPGRADED 2 BEDROOMS HOME MUST SEE!! Priced to Sell! This home is not like no other home in this area. New light fixtures. New Granite counter tops...

Timeless elegance meets custom comfort in this sprawling Windsong home with access to the chain of lakes! This impressive property has 5 bedrooms and 4 1/2 baths in the m...

Gorgeous custom LunDev home in Heart of Winter Park! Located on a quiet street in one of Winter Park’s most desirable neighborhoods, this 4 bedroom, 3/1 bath pool home fe...

This beautiful 3 bedroom, 2 bath, 2 car garage home is located in the heart of the desirable Kenilworth Shores in Winter Park. This updated home offers an open floor plan...

Welcome to this charming 4 bed 2 bath home with Screened Porch in an established Winter Park Neighborhood with NO HOA on nice corner LOT! Updated stainless steel applia...

This remodeled beautiful 5 bedroom 3 1/2 bathroom home is ready for you to enjoy for years to come! The home sits on a large lot with conservation and water views, and it...

Oversized Winter Park lot with 2 bed, 1 bath home ready for a new owner! This property, located in unincorporated Winter Park, is made up of three (3), 42 foot lots for a...

Welcome to 1741 Bryan Avenue in sought after Winter Park, FL! Where charm meets modern convenience and the mail is still hand delivered to your home! From the minute you ...

"PRICE REDUCED" COME QUICKLY IS YOUR OPPORTUNITY!! -- Welcome to your new home! This is the home you are looking for! This house has been fully remodeled. It has 3 bedroo...

This lovely 3 bedroom 2 bath split floor plan home is situated on just under a quarter of an acre in desirable Winter Park. The welcoming foyer is flanked by a generous...

WELCOME TO LAKEMONT HEIGHTS... Secluded, single access neighborhood (no cut-though traffic) in the CITY of WINTER PARK! This 3 Bedroom split plan + office home boasts a N...

CHARMING Winter Park 32789 bungalow zoned for Dommerich, Maitland & Winter Park High!! This move-in home boasts NEW faux wood waterproof vinyl flooring, newer windows & ...

This beautiful Winter Park Home is waiting for you. This perfectly updated open split-floor plan includes 3 skylights to allow plenty of natural brightness plus a complet...

Welcome home to this quintessential 2 bedroom, 1 bathroom bungalow, located in the most desirable part of the Dubsdread Heights neighborhood in Winter Park! Upon arriving...

No HOA! This home is a must see It is sure to impress everyone that walks into it. Home has only one neighbor. On one side is pasture/retention pond. This three bedroom, ...

CUTE & COZY HOME WITH A LOVELY FRONT PORCH AND FENCED BACK YARD, restored natural wide plank wood floors, all in excellent condition and offered with a One Year Home Warr...

One or more photo(s) has been virtually staged. Come visit this awesome ONE-STORY Winter Park home with ORIGINAL FEATURES and NO HOA! This new home greets you with well-m...

Elegant and Inviting this home is a must see located in one of Winter Park’s most desirable neighborhoods, Windsong. This French Provincial home features an open floor pl...

Inside: Beautiful 5/3 one story home with bonus room in quiet, family friendly neighborhood in Winter Park. This warm & welcoming home has hardwood floors and three sep...

Here's your answer to a wonderful close-in Winter Park home - 3 bedrooms plus office with nice pool. Two car garage. Carefree living in a terrific location for Audubon ...

2017/2018 Gorgeous & newly renovated corner lot home! 3 bedroom 2 bathroom home nested in Winter Park. Features brand new appliances, AC, flooring, bathrooms and more! Op...

The location of this charming updated gem does not get any better in Winter Park. This stunning 4 bedroom 3 bath property sits with lovely elevation on one of the most de...

Amazing 3 bedroom 2 bath split plan home located in small one street community on a dead end with a Winter Park address. Brand new Kitchen with 42" soaring white shaker c...

Exquisitely finished 4 bed, 5.5 bath, Mediterranean home situated on a quiet brick street near downtown Winter Park and Park Avenue. Home was meticulously built with trav...

Be Surprised! Move-In Ready is situated on a corner lot with a side entry garage. Bright red door welcomes all! Quiet & peaceful, a garden-lover’s delight. Enjoy holidays...

***$25K REDUCTION***PRICED WELL BELOW APPRAISAL & MARKET***OWNER MOTIVATED***WILL CONSIDER ALL REASONABLE OFFERS*** 3 BED/3 BATH 2 STORY LUXURIOUSLY APPOINTED OLDE WINTER...

Large, Spacious 4/3 in Winter Park. 2,375 SqFt living, light & bright and ready to move in! New roof in 2018, A/C in 2017. Kitchen has Granite countertops, all new Stainl...

No HOA Lake Front Estate on Private Ski Lake Howell. The Scenic Property is beyond Stunning with the Mature Oaks, Lakefront and a natural creek that runs down the side of...

Brand new custom built home in College Park. Located on a non through side street off Formosa Avenue, this one of a kind home was designed and priced specifically for its...

Welcome home to this wonderful property located in beautiful Park Grove, one of the most desirable neighborhoods in Winter Park. This one story traditional with its grea...

Bring the moving truck, beautiful WINTER PARK home is awaiting your arrival!! This immaculate 4/2.5 POOL home is move in ready, with NO HOA. This spacious home has brand ...

PRICE ADJUSTMENT ALERT! Winter Park LAKE VIEW Paradise on the low $300s! Come and see it for yourself, walk in the Hardwood Floors throughout the house, upgraded kitchen,...

This contemporary elegant home is located in Olde Winter Park...the interior of the home has a very open floor plan...it has a resort style pool with lush landscaping and...

The iconic New Warner Chapel Primitive Baptist Church is now available! Currently being used as a church, it sits on a large L Shaped lot, with the building on the 150 x...

Newley renovated property, Huge Master suite with Jack and Jill floor plan. Huge back yard in a family friendly neighborhood. Minutes away from all the shops of Winter Pa...

Welcome home to the award winning “Castillo” design, offering a private, gated Tuscan estate, with in the heart of Winter Park. Constructed in 2007 by RCB Homes, this des...

Beautifully remodeled and updated home in a great Winter Park location. Walking distance to Lakemont Elementary and Winter Park YMCA. The master bedroom suite is downstai...

Price just reduced!! Spacious, well designed 4 bedroom 2 bath solar heated pool home located in Arrowhead Cove in Winter Park. Large living room with area dining, wood fl...

NEW CUSTOM CONSTRUCTION IN WINTER PARK 32789 UNDER $700K!!! Stunning coastal modern home, wide open and very bright living areas, 3 bedrooms/2.5 baths, with lush tropical...

Charming 4 bedroom, 3 full bath remodeled home in the coveted “tree-streets” of Winter Park. Fully remodeled kitchen with GE stainless steel appliances, natural gas rang...

BRAND NEW ROOF! Completely renovated 4 bedroom, 3.5 bath home with handmade Saltillo tile floors throughout the downstairs; master suite includes two huge walk-in closets...

A CHARMING 2546 SF open-concept Cottage-style home located in the desirable Virginia Heights neighborhood with deeded access (2 blocks away) to Lake Virginia/Chain of Lak...

Under Construction. Currently under construction by Maroon Fine Homes, this transitional residence offers privacy and luxurious details with its coastal craftsman design....

Beautiful Meridian custom built pool home offers five bedrooms with three full baths and two half baths accented by stunning wood floors throughout the first floor. Open...

A LITTLE BIT OF CAPE COD IN THE HEART OF WINTER PARK! Step into this Timeless, Traditional 4 bedroom 3bath/2half baths Pool Home with charm that lures you in from it’s ...

As you drive up to the private gate of this custom home community you feel Luxury. Tuscany Island consists of Five Custom build homes, this Richard Woodruff executive hom...

Meticulous maintained five bedrooms, three and a half bath Winter Park home situated on one of the city’s most quintessential streets. Open floor plan with a three-way sp...

Are you looking for a one-story classic Winter Park abode on a quiet tree-lined street west of Lakemont? This one is even within walking distance to the new state-of-the-...

Brand NEW energy-efficient home ready NOW! The Kerrville features an open floor plan with a spacious kitchen with built-in ovens and huge island, in-law suite on the main...

Beautiful remodeled home in 2016 with new plumbing - granite counter tops - tile throughout the house - renovated kitchen - new light fixtures - renovated fireplace. Conv...

LOCATION, LOCATION, LOCATION! Quiet street just a block from Baldwin Park, the dog park and only 0.06 miles from downtown Baldwin. This home is waiting for its new owne...

REDUCED!!!! Beautifully renovated traditional pool home in enchanting Park Grove. Exquisitely remodeled kitchen open to charming family room overlooking brick patio an...

Beautiful 5 Bedroom 3 Bath home in Winter Park's Kenilworth Shores, near the best area schools. An example of timeless design, quality construction, and tasteful updates,...

Desirable WINTER PARK location - tucked away yet close to everything! Unique 3 bedroom, 2 bath POOL home (plus office) with SPACIOUS YARD in the charming community of Bel...

This charming Winter Park Bungalow is in one of the best LOCATIONS...The neighborhood is known as the "TREE STREETS' and also in the highly sought after Lake Knowles Terr...

Luxurious Lakefront Living. Enjoy gorgeous sunsets on Lake Maitland from this luxury estate in Winter Park's exclusive Via's neighborhood next to the Isle of Sicily. No d...

Classically elegant and gracefully refined, this updated one story pool home is in the heart of the Winter Park Via’s on a 0.34 acre corner lot. Great living spaces inclu...

Don't miss out on the spacious lot in the heart of Winter Park's prime Via's neighborhood. Location is everything with this "AS IS" property surrounded by gorgeous trees...

Wonderful Phil Keen Design Home in the Heart of Winter Park! This Open Floor Plan boasts Luxurious Finishes Throughout. Expansive Windows allows for Incredible Natural Li...

Under Construction. "Under Construction" Brand NEW energy-efficient home ready August 2019! The one-story Shore homes features a great room, double oven in the kitchen, t...

Under Construction. "Under Construction" Brand NEW energy-efficient home ready September 2019! The Kerrville II sits on an oversized home lot and features a conservation ...

Step inside to this spacious and turn-key 3 Bedroom, 2.5 Bath home in Winter Park's Autumn Glen community featuring more than 1928+ square feet of living space with an op...

Here it is! A beautiful 4/3.5 David Weekly home boasting over 3200 sq feet on the famed "Tree Streets" in Winter Park! Walk in the front door and you'll see wide plank ...

Come see this BEAUTIFUL 4-bedroom home in the centrally located community of Winter Woods in Winter Park! Before entering you will be invited by the custom exterior land...

***NEW ROOF RECENTLY INSTALLED*** This house has the best curb appeal in the neighborhood. It is a 3/2 home, with elegant tile, and carpet in each room. ***Bonus*** with ...

One or more photo(s) has been virtually staged. Don't miss the opportunity to live in one of Winter Park most sought after neighborhoods! This fully remodeled beauty is s...

Nestled in the heart of Windsong, this Custom Built Signature Homes beauty sits on an expansive 15,000 sq foot lot. Stepping into the foyer, you are greeted with gorgeous...

Welcome home to this beautiful 5 bedroom 3 bath home located in Enclave at Aloma. This is truly a dream home where no detail has been spared. The main floor has a spaciou...

WELCOME TO PARADISE! Classic & Renovated 1940's home on .40 acre corner lot in a peaceful neighborhood. This MOVE-IN READY home offers a lovely 3/2 split plan home PLUS ...

You're going to love this fully renovated home in the highly sought-after Kenilworth Shores neighborhood of Winter Park. This home has been completely customized and mode...

Drive down one of the most desirable streets in Winter Park and you will see this amazing property! Close to everything Winter Park & Orlando has to offer. One mile from...

VALUE IS IN THE LAND! Prime real estate situated on the corner of Moray Lane and Loch Lomond Dr is being sold as a 3 Lot package, with all three lots facing Cady Way Par...

Beautiful Charming and Newly Remodeled 4/2 home in well Desired area in winter park. This property boasts new tiles floors , new hard wood flooring in bedrooms, newly ren...

Just reduced price. Live in Old Winter Park at an affordable price! This charming bungalow features polished hardwood floors, fresh paint inside and out, seller is lookin...

Location meets beauty and state-of-the-art convenience in this impressive Winter Park home. The beautiful, long-lasting concrete tile roof and stone tile accents combine ...

Under Construction. Fabulous Lake Tuscany View Modern Home built in the prestigious Winter Park “Vias” by RLH Residential. Bike or walk to Rollins College, Park Avenue f...

WOW! Welcome to one of the most desirable, modernized streets in the Old Winter Park area within a short distance of Park Avenue, Hannibal Square and the Winter Park Vill...

Conveniently located 3 Bedroom 2 Bath Pool Home in Winter Park Seminole County. Tile and hardwood floors throughout. Open, airy and bright. Wood burning stone fireplace i...

This NEW smart and energy efficient custom home, located in the desirable Winter Park, projects sophistication and comfort. At 3 beds and 2 baths, it was created with ple...

Beautiful one story home featuring 3 BR 2 Bath plus office located in Winter Park. Split floor plan. Formal living room. Open family room with high ceiling. Spacious kitc...

WINTER PARK-Adorable two bedroom and one bath bungalow on a brick street in the heart of town. This concrete block home is pure potential and can be used as a rental, a ...

Double Corner Lot 102x135. Hardwood floors throughout, Classic single level split plan includes 1/1 Guest, Office with kitchenette with it's own entrance. Open Gourmet Ki...

PRICE REDUCTION!!!! Homeowner’s dream! Winter Park home with Pool & SPA. NEW ROOF & NEW AIR CONDITIONER!!! Newly painted open floor plan 3/2 single family home nestled w...

BACK ON THE MARKET! This is your opportunity to make this AMAZING, completely remodeled home your perfect home. **NO HOA** Come see this AMAZING, COMPLETELY RENOVATED 3/2...

Lakefront contemporary with modern, completely remodeled, open floor plan! This Winter Park home offers 3 bedrooms and 2 bathrooms. Located on Lake Florence, this beauti...