Winter Park FL. Homes For Sale

Well maintained Tri level 3bed home in desirable area of Winter Park. Recent updates include a newly remodeled guest bathroom and half bath. Perfect opportunity for the H...

WINTER PARK ADDRESS! this cute home with some TLC will be the perfect home for the first time home buyer or an investor. This house offers 3 bedrooms and 2 bathrooms ...

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 ...

Beautiful, Mid-Century, Modern Home in sought after Kenilworth Shores Subdivision. Completely remodeled with updated finishes throughout. Hardwood floors, Open Floor Pl...

This beautifully renovated home has new appliances, new kitchen and vanities with granite counters, fresh interior and exterior paint, carpet and new flooring a well as n...

AMAZING RENOVATED AND UPGRADED LARGE 4 BEDROOM WINTER PARK POOL HOME!!! This beautiful updated and expanded home is sited on over 1/4 acre in the heart of one of Central ...

GORGEOUS newer construction home, built by Feely Developments, completed Nov 2018 in PRIME Winter Park! This unique home has 5 bedrooms and 5 full baths, plus 1 half/pool...

Great house in a Great neighborhood! Walk to Lakemont Elementary, WP YMCA and Phelps Park. Cute home with 2 car garage and nice Large back yard surrounded by Million doll...

FABULOUS WINTER PARK LOCATION! Walk to Park Avenue, Winter Park Village, Whole Foods and the Enzian! This move in ready estate is well designed for indoor/outdoor living....

This oh-so-charming house is spic-and-span and ready for you! The light and bright great room features new (2013), energy efficient, floor-to-ceiling Pella windows spanni...

Welcome home to this gorgeous 3 bedroom, 2 bath Winter Park Home! Kitchen remodeled in 2016, Plumbing was redone in 2014, New Water Heater in 2014 and the roof was done i...

If you have been waiting on a true custom built home in Winter Park/Lake Sue area... this is it! This Modern/Mediterranean is detailed with such discriminating attention....

New listing not to be missed! Modern updates to traditional home with access to Winter Park Chain of Lakes. Separate guest cottage features full kitchen, bedroom, full b...

Dreams Do Come True! Spectacular Winter Park Gem! Full remodel home with Pool. Rare 4 bedroom 2 full bath with high end upgrades. One car garage. Walk into this dream hom...

This well-appointed family home – built in 2016 by Clarkson Concepts – has everything you could possibly want in one of Winter Park’s finest locations! The first floor of...

We’ve got the front porch you’ve been dreaming of. This custom built front porch is over 300 square feet and features beautiful wood like tile, a pitched roof complete wi...

Beautiful and chic transitional renovation offers premium finishes throughout this 4/4 split plan home featuring two master suites and a knockout kitchen with granite isl...

Great curb appeal and great neighborhood. This house is a must see with hardwood and natural stone throughout, granite countertops and stainless steel appliances. Walki...

Incredible Winter Park 3/2 very open floor plan home!!! Completely remodeled inside and out with plenty of attention to detail!! On the outside there has been new win...

FANTASTIC OPPORTUNITY to live in WINTER PARK + zoned for Dommerich, Maitland, Winter Park High! Quiet, tree lined street is the perfect location for this 3 bedroom 2 bat...

Winter Park ½ Duplex priced at 200K MOVE IN READY!! Perfect for First time home buyers or Investors This ½ duplex features a 3/2 layout with a open floor plan in the livi...

This beautiful five-bedroom traditional home on a quiet cul-de-sac is located in the heart of the Vias — one of the most sought-after neighborhoods in Winter Park. It ha...

Highly desirable community of Autumn Glen! A rare opportunity has been made available to the public. This charming 3 bedrooms 2 bathroom home is located just minutes away...

Beautiful custom-built five bedroom pool home in a prime Winter Park location. The front porch overlooks Windsong green space, affording a lovely park view. Large entert...

One or more photo(s) has been virtually staged. Located in the quiet and sought-after downtown Winter Park area, this modern Mediterranean home overlooks a golf course an...

Welcome to this wonderful home in the Via’s that is just a short stroll to the Racquet Club! Beautiful hardwood floors in the living and dining rooms. Extensive millwork...

Please put this adorable Dubsdread Heights gem on your list of must-see homes. This Winter Park neighborhood is currently undergoing transformation and revitalization, wi...

Within the gates of the beautifully maintained Bear Gully Pointe community, widely known as Winter Park’s “Hidden Gem”, this stunning home offers an extremely private loc...

There is a tremendous amount of detail to this Winter Park executive retreat. Located within minute of Park Avenue this home has all the comforts of home and more. As ...

Under Construction. Model Home located next street over. Welcome to your brand new construction home in Winter Park. This beautiful home is located in highly desirable Wi...

Fabulous mid century modern, updated, Winter Park home. This home features 3 bedrooms and 1 and 1/2 baths. The well appointed kitchen is open to the living room, dining...

Step into style when entering this Winter Park (Orange County) abode with 3 beds, 2 baths and a sparkling salt-water pool. Cool polished terrazzo floors greet you in the ...

BUILD YOUR DREAM WINTER PARK HOME! Corner lot in Winter Park Village! Perfect for building your dream home or incredible investment property! Close to Park Ave, Rollins C...

Welcome to your very own slice of paradise in Winter Park! Opening the front door you’re immediately welcomed into the living room filled with natural light from the larg...

A true Florida home! 1701 Magnolia may be purchased as a single property or as a package with 1685 Magnolia if combined this is three lots in the HEART of Winter Park. Th...

Welcome to your brand new construction home in Winter Park. This beautiful home is on an oversized lot, located in highly desirable Winter Park, in the Historic Dubsdread...

This iconic Winter Park home is now available for purchase! 5 bedrooms, 3 Bathrooms with Pool, Oversized Lot, on a Cul-De-Sac makes this property stand out from the rest....

A picture truly paints a thousand words and when you see this house you will see why I say that. This home is amazing with its updated kitchen and appliances. The open fl...

Located in the popular Winter Park Pines community, you will love this beautifully updated 4 bed, 2 bath, 2 car garage one-story POOL home. Special highlights in this ope...

Welcome home! This beautiful 3-bedroom, 2 bath Lost Creek is just waiting for you to call it your own. From the spacious formal dining room to the separate formal living ...

Distinguished Winter Park Estate Home offering great versatility in highly desirable Winter Park just minutes from the charming restaurants and shops along Park Avenue! ...

Welcome to this gorgeous custom-built beauty in Windsong! Stunning travertine walkway entrance. Fabulous kitchen that would be a chef's delight - complete with custom cab...

One of downtown Winter Park’s most beloved homes is for sale! Situated on half an acre, 2 blocks from Park Ave. on the Winter Park Golf Course, its welcoming wrap-around ...

Wonderful home in Brookshire Heights, rebuilt in 2013 (original home gutted and rebuilt) with 3 way split floor plan, master down and large back yard with (saltwater) poo...

Do not miss your opportunity to live in this fully-renovated, single-story Winter Park home! Enter in through the front door and enjoy the openness of the living room, di...

One or more photo(s) has been virtually staged. Turn key living! Totally redone modern home on brick street in the heart of Winter Park is PRICED BELOW APPRAISAL! 3 bedr...

This three bedroom two bath renovated home sits on a beautiful cobblestone street close to the heart of Winter Park. Its spacious kitchen boasts Calcutta marble counterto...

You are going to LOVE this breathtaking 4-bedroom pool home in sought-after Winter Park! Throughout the home, you will find a wealth of natural light and modern upgrades,...

Wonderful, single-story home in Winter Park! Four bedrooms, four baths – completely remodeled! Beautiful formal living and dining room – ideal for entertainment. Updated ...

You can have it all- Lifestyle, Luxury and Location! Timeless elegance with an incredible combination of style and charm, this Winter Park landmark is a dream come true. ...

This is your chance to own over a quarter of an acre in the highly sought-after historic Winter Park area. It’s located just 2 blocks from Hannibal Square, 3 blocks from...

One of a kind architect designed custom home (George Tuttle-- Tuttle and Sims Architects). Frank Lloyd Wright style with interior redwood trim and custom built redwood wi...

Almost new home, great location, close to Publix, Walmart, Wawa, etc., gated community, safe neighborhood, easy access anywhere, large private paved patio of about 1,200 ...

Fantastic 4 bedroom, 5 bath pool home in the exclusive gated community of Cypress Reserve just minutes from Trinity Prep & Master’s Academy! Open floor plan with vaulted ...

New New New! Beautiful Winter Park pool home in the perfect location! This 3 bed/2 bath home that's been professionally upgraded and designed to a modern setting & read...

This completely renovated Winter Park home will truly impress. The unique courtyard style home gives you extended living space for entertaining with both open and covered...

Stunning, newly built, and redesigned home in the Heart of Winter Park! Built in 2017, this gorgeous 6 bedroom, 6.5 bath pool home offers a modern, sophisticated interio...

This beautifully remodeled home is Back On the Market !!! This dream home is located not even 10 minutes from Park Avenue. This beautiful 4 bedrooms 2 bathrooms home has ...

This 3 Bedroom and 2 Bathroom home is located in the Tanglewood subdivision of Winter Park. It offers a front porch which leads to the spacious living room inside. To t...

Winter Park - Pool Ready - Owner Providing a $5,000 Furnishings / Window Treatments Allowance! Brand New Interior Fully PERMITTED EXPANSION / RENOVATION 4 bedroom & 2 bat...

Don't miss this opportunity. Highly sought after Winter Park. Location, Location, Location. Easy access to I-4, Winter Park Village, Trader Joe's, Whole Foods, beautiful ...

Location Location Location Highly sought after Winter Park neighborhood. Close proximity to I-4, Downtown Orlando, Maitland,Trader Joe's, Whole Foods, Winter Park Village...

Great 3/1 block home situated on large lot near downtown, College Park and Winter Park. Close proximity to I-4 makes this home extremely accessible to all areas of Orland...

Beautiful pool home in Winter Park on a corner lot, ready for you to move in. Kitchen has wood cabinets and granite countertops and stainless steel appliances. Family roo...

SELLER MOTIVATED, ALL OFFERS CONSIDERED! Bring your aesthetic ideas because with a little TLC, this home checks all the boxes for the modern Winter Park family! This ce...

FOUR BEDROOM, SPLIT PLAN, POOL HOME in Winter Park! This lovely home boasts nearly 1500 square feet of comfortable living and has a 2 car garage with a workshop. Beautifu...

Wonderful starter home or investment property. 3/2 plus bonus room, Open Plan, stunning newer kitchen, wood laminate flooring, newer master bathroom, newer windows, new ...

LOCATION! LOCATION LOCATION! Amazing complete remodel! STUNNING! Gorgeous kitchen with Granite counter-tops & wood cabinetry with all new stainless steel appliances, new ...

Under Construction. "Under Construction" Brand NEW energy-efficient home ready March 2019! A beautiful, open kitchen overlooks the spacious great room, dining nook and co...

This unique home is nestled quietly in Audubon Park within the desirable Winter Park 32789 zip code. Take a relaxing stroll to explore East End Market, a few short blocks...

Just Completed & Fabulous !! This timeless 5 bedroom pool home is perfect for family living & entertaining. Meticulously constructed by Austin Homes w/ Interior Design b...

Under Construction. "Under Construction" Brand NEW energy-efficient home ready March 2019! This home’s master suite is located in the back of the home for privacy and off...

Under Construction. "Under Construction" Brand NEW energy-efficient home ready February 2019! Open floor plan with lots of flexibility. Flex space can be a 4th bedroom or...

WELCOME HOME! Charming three bedroom/one bath, meticulously cared for Kenilworth Shores home on 89 x 115 lot. A good first impression is important! Excellent curb appeal...

Charming Winter Park home completely renovated blocks from Lake Killarney. The open floor plan with nice size kitchen island fit all your entertaining needs! Private fenc...

Under Construction. To be completed in February 2019, this home is offered by Rex-Tibbs Construction, a custom builder in the Winter Park area for over 35 years. Close to...

BEAUTIFUL HOME AT THE "ENCLAVE AT ALOMA" LOCATED IN WINTER PARK. GATED COMMUNITY. 5 BEDROOMS AND 3 BATHROOMS, MODERN COURMET KITCHEN WITH GRANITE COUNTER TOPS WITH 42" CA...

Beautifully Remodeled Home on corner lot in Winter Park great for a family or may also serve as an income property by renting out Master Suite! Fantastic kitchen with New...

This is a breathtaking "gated" modern Mediterranean masterpiece on a premier street right through downtown Winter Park. A short stroll along famed Park Avenue to all of t...

Located in the desirable Winter Park Via's on Lake Maitland, this breathtaking six-bedroom, ten-bath Mediterranean estate has been crafted with the finest finishes. Built...

4 BR 2 BA in Dommerich Hills, original owners have recently replaced windows & slider, roof & gutters , AC and ducting, electrical panel, water heater and the pool has be...

Beautifully Redone home in a sought after area in Winter Park. Nothing to do here but just move in and make this your new Home. Brand new appliances included. Open co...

Nice house in Eastbrook. House has a brand new roof and new double pane windows. Renovated kitchen with granite. Freshly painted with new carpet.

This is a wonderful opportunity to live in an elegant pool home in the heart of the Winter Park Via's, one of Winter Park's most sought-after neighborhoods nestled amongs...

This modern Mediterranean one-owner home is situated on a beautiful Via Tuscany corner lot. The home is within walking distance to Winter Park Racquet Club and the city o...

LOCATION! LOCATION! LOCATION! Don"t miss out on this rare opportunity to purchased this newly renovated gem located in the much desirable Winter Park area. Just a short f...

This Winter Park one-story offers an in-ground pool. Upgraded features include fresh interior and exterior paint, new carpet in select rooms, and a resurfaced pool. Home ...

Timeless, classic, sophisticated, and exceedingly peaceful… A once in a lifetime opportunity to live in a premier Winter Park Chain of Lakes estate home on almost an acre...

Just reduced!! Welcome to this Beautiful, Historic/Custom Remodeled Gem. Featuring 3667 sq. ft. on .32 acres. Pavers adorn the extensive driveway. Expect to be impressed!...

Under Construction! Welcome to this very special custom home built by Zoltan Homes. Situated in a prime location in Winter Park. Tremendous open floor plan with over 11ft...

Welcome home to this great home in the sought after neighborhood of Autumn Glen in Winter Park. This home features an open floor plan with brand new laminate flooring in ...

Mid century modern brick and block house with 31/2 year old heat and air handler, and water heater the same age. Over sized garage with small workshop. Beautifully landsc...

Beautiful four bedroom, three bath home in one of Winter Park's most desirable neighborhoods. Located just a short walk to Park Avenue, this home sits on a quiet, tree l...

Welcome home to your completely renovated little gem in Winter Park Estates! This 3 bedroom 2 bath with a den is sure to impress with all of its updates. The home has h...

This stunning modern Mediterranean estate is situated on an oversized corner lot and on a beautiful brick street in a sought-after neighborhood, with convenience to ICC, ...

This elegant Tuscan Mediterranean residence is just steps from Park Avenue on a large corner lot. Timeless architecture is perfectly blended with an interior layout and u...

This is an extraordinary opportunity to own a one-story, three-bedroom, two-bath home on a beautiful tree-lined quiet brick street in Winter Park. Completely renovated, i...

They say a picture is worth a thousand words, check out all of them. You will not find anything else like this amazing and unique “courtyard ranch style” home in Winter P...

Here is your chance to own a five-bedroom pool home on an oversized corner lot in the heart of the "tree streets" in Olde Winter Park. Completely renovated and updated tw...

Great opportunity in Winter Park and always available for showings. This corner lot home is a wonderful opportunity for a home in this highly desired area. The property...

Looking for a zoned Winter Park High School POOL home with 4 Bedrooms and 3 Bathrooms, you have found it! This beautiful home sits on an oversized lot with a 2 car garag...

Recently renovated pool home in Winter Park Fl. Fresh paint and new flooring throughout! This home has brand new laminate floors in the living room with a beautiful brick...

Stunning Mediterranean Lakefront Estate. Across from the secret gardens of Kraft Azalea Park sits this palatial 1-acre estate with over 10,000 SF of luxurious living spa...

One or more photo(s) has been virtually staged. "Pre-Construction, To be built" Welcome Home to Winter Park! Another beautiful home built by Urban Perch-A Boutique Home B...

Under Construction. Location, Location, Location! Nestled in Winter Park, this home is convenient to the best shopping, dining, and entertainment. The Stirman Plan is a ...

Prestigious, desirable property in “The Via’s”, value is in the land, 0.28 acres, 12,144 sq. ft. existing house sold As Is. Build your dream home or renovate to your liki...

This lovely Winter Park pool home is located just minutes from the charming restaurants and shops along Park Avenue. The interior of the home is exceptionally well-design...

Must see to believe, beautiful 4 bed/2.5 bath WITH an additional office! Amazing location, modern charm, updates though out. You will be enchanted by the meandering OAKS ...

Understated elegance is exemplified throughout this classic modern home set in a prime Winter Park location. This property was designed from the principles of the Bauhaus...

Exquisite lakefront family home on over 1.91 acres on the Winter Park Chain of Lakes with over 100 feet of lake frontage. Dramatic entrance way to home immediately direc...

This new construction Florida transitional design custom home is located in the private gated enclave of only nine home sites, The Reserve at Interlachen, next to Interla...

EXCELLENT WINTER PARK LOCATION. Great 3 bedroom 2 bathroom 1,528 sqft home conveniently located just minutes from fabulous shopping and top restaurants at Winter Park Vil...

PRICE REDUCED! This New Construction Includes a 3 bedroom with 2.5 bathrooms over 1900 ft.², Located in Winter Park, approximately 4-blocks from Park Avenue. This wonderf...

WHAT A STEAL in PRIME WINTER PARK LOCATION! WELCOME HOME! If you've been looking for your perfect Winter Park home, filled with loads of character and centrally located, ...

Charming Bungalow located on a popular street in Winter Park! This 3 bedroom, 2 bath home with detached 1/1 efficiency offers all the charm and character of a 1930's home...

Expect to be impressed with this Winter Park Pines home, so welcoming with bricked courtyard to front door, and location pristine. 3 bedroom 2 bath home with spacious yar...

New New New! Beautiful Winter Park pool home in the perfect location! Brand new over-sized U shaped paved driveway with new landscaping and irrigation system. This 3 bed...

Nestled on a .26-acre lot on Lake Florence in Winter Park, this home boasts three bedrooms and two full bathrooms with a two-car garage. The minimalist design with polis...

Great location in Winter Park, in a dead-end Street. This 4 bed / 2 Bath house is recently renovated. Situated in a big lot, with huge backyard and a Carport for 2, offer...

Price Reduced!! Seller Motivated. NO HOA. Excellent home on a Cul-De-Sac. Recently renovated. Fresh paint & flooring. New Roof - 2017. 7 miles from Downtown Orlando and c...

Renovate this large lakefront home or build your dream house on this gorgeous lot on Lake Maitland overlooking the Isle of Sicily and Dog Island. Property is located at ...

Lowest price in community. Charming brick front home on quiet cul-de-sac street, spacious great room, fireplace, large eat in kitchen,11x30 patio with mexican tile under ...

Built in 2014, this Winter Park offers and a two-car garage. Upgraded features include fresh interior paint and new carpet in select rooms. This home is part of an HOA. ...

RESIDE, INVEST, BUILD! Highly Desirable Winter Park location designated for the New K-8 Audubon Park School! Remodeled Kitchen has Stainless Steel Appliances and Qualit...

LOCATION! LOCATION! LOCATION! Home well positioned on large 0.28 acre lot in 32789. Gorgeous two bedroom home right in the heart of Winter Park , that just had a new roof...

Here is a wonderful opportunity to own a beautiful Winter Park home in the highly desired neighborhood of Winter Park Pines. This home is a great family home with very sp...

Very Charming 5 Bedrooms, 5.5 Baths...Master plus Two Bedrooms 3.5 Baths Downstairs.....2 Bedrooms 2 Baths in the New Upstairs. Kitchen with Viking Range and Refrigerato...

PRICE IMPROVEMENT!! Welcome to your beautiful New Construction Winter Park Home on Lafayette Ave. This Custom Built home boasts 4 spacious bedrooms with 3.5 bathrooms an...

Beautifully upgraded Winter Park Bungalow on large fenced lot. This gorgeous home boats 3 bedrooms, 2.5 baths with an extra studio/bonus space and is nestled among millio...

Winter Park Lakefront! Begin and end your daily grind overlooking the natural serenity of Lake Deeks, right in your own backyard. This 4 bedroom, 2 full bath split-plan l...

LOCATION! LOCATION! LOCATION! THIS ABSOLUTELY BEAUTIFUL 3 BEDROOM, 2 BATH HOME IS RIGHT IN THE HEART OF WINTER PARK! YOU CAN LITERALLY WALK OR RIDE YOUR BIKE TO THE WINTE...

Space, gorgeous updates, and beautiful outdoor living space - This home has it all! The OPEN FLOOR PLAN and TRIPLE SPLIT layout are truly a dream. Enjoy Florida living, ...

Super cute 3/2 bordering Winter Park and Casselberry is a charmer ready for it's new owners. Perfect for downsizing or as a starter home - this really is a home that has...

This Winter Park two-story offers a fireplace, and a two-car garage. Upgraded features include fresh exterior paint. Home comes with a 30-day buyback guarantee. Terms ...

This beautifully updated and immaculately maintained one-story pool home is situated on a quiet tree-lined street just one block from the lake. Interior design inspired ...

Priced below appraisal!! Pristine Mid-Century Modern home situated in the heart of Winter Park. As you drive down the historic brick street under sprawling oak trees in t...

NEW CONSTRUCTION - ENJOY this Beautiful Custom Built (Modern - Transitional) two story Winter Park Home! Located on a quiet tree lined Cul-de-sac this Beauty has all the ...

New Price! Come take a look at this one owner, builder's own custom, quality built home. Solid and beautifully maintained, this home is a peaceful retreat in Winter Park ...

Under Construction - Estimated Completion February 2019 - BRAND NEW home located in gated Winter park community!! Small 28 home community with access to Lake Florence wit...

Stunning Lake Killarney lakefront home! This 1-owner mediterranean Arthur Rutenberg custom home features a bright open floor plan with luxurious interior layout includin...

Welcome to this wonderful two-story home built in 1962 and located in the Winter Park Pines Community. This home features 1640 sq. ft. with 3 bedrooms and 2 bathrooms. Lo...

FANTASTIC Winter Park Pool Home! You can move right in because this house has been updated from head to toe. New kitchen cabinets, counter tops and appliances. Family ...

Stunning 4 bedroom, 3.5 bath Winter Park pool home! Located on a quiet street, just steps from the shores of Lake Maitland, this beautiful, traditional home offers an in...

Live in Downtown Winter Park with Park Avenue in your line of sight! Walk to local shops and restaurants as well as Rollins College, The Alfond Inn, and the Winter Park P...

Welcome Home! The only thing left to do in this home is add your personal touch. This freshly painted meticulously kept home offers a newly updated kitchen with brand ne...

FANTASTIC WINTER PARK POOL HOME IS LOCATED JUST OFF SERENE PARK AVENUE. DESIGNED BY PHIL KEAN, THIS IMPRESSIVE PROPERTY HAS ALL THE UPGRADES AND FINISHES YOU'D EXPECT! ...

This Winter Park one-story home offers Granite countertops, upgraded features include overall interior paint and newly installed carpet. Home comes with a 30-day buyba...

Upgraded home with new roof in desirable winter park area. One of the largest home in the neighborhood. Home in walking distance to shopping area, banks and restaurants. ...

Pure Potential! Fantastic opportunity to renovate a charming 1930's bungalow in the Heart of Winter Park or tear down and build the home of your dreams. Located on Mize...

Beautiful pool home in convenient Winter Park location. This spacious single story home has an open floor plan, with 4 bedrooms, 3 baths and a separate office (not pictu...