Winter Park FL. Homes For Sale

Under Construction. Offered by Rex-Tibbs Construction and to be completed in FEB 2019 - custom builder in the Winter Park area for over 35 years! Close to Park Avenue/dow...

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! Fantastic kitchen with New Quartz countertops, brand new stylish cabinets and brand new Samsung stainless steel a...

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...

Solid 3 bed, 1.5 bath house with laminate flooring and lots of light. Featuring a NEW roof (2018) and fresh interior paint, this property is a clean blank canvas just wai...

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...

You can have it all, almost every upgrade available is in the esteemed Gardens at Park West located in historic Winter Park 32789. Walking distance to upscale boutique sh...

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 ...

Brick and block, one story, three bedrrom 2 1/2 bath, 2 car over sized garage, shingle roof. Private courtyard, beautiful garden, fenced yard.

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...

Great starter home needs some TLC, Charming, Old Florida, cottage style home located on a quiet street in the heart of Winter Park. This is a 3 bedroom and 2 bathroom hom...

Rare and wonderful opportunity to own a quality home nestled in the heart of desirable Winter Park. Located on a shaded & quiet street, within a short distance to all the...

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...

Located in the heart of the Vias, this elegant four-bedroom, three-and-a-half-bath pool home is located in an exclusive location, just steps from multimillion-dollar lake...

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 a great part of town. Great block home on a corner lot that just needs upgrades. Solid investment opportunity for those looking for a new project. ...

Fabulous property available at Trinity Bay in Winter Park. 4 bedrooms 2.5 baths 2 car garage. Separate Living and dinning rooms, family room with fireplace. Master suit l...

Welcome Home! This beautiful POOL home sits on an oversized lot with a 2 car garage, LUSH LANDSCAPING and an exterior garden entryway with glass encased double front doo...

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...

WINTER PARK PARADISE. "Short Sale" BE THE FIRST TO SEE THIS WELL-KEPT 3 BEDROOM 2 BATH 2 CAR GARAGE POOL HOME ON QUIET AND QUAINT CUL-DE-SAC. NEWLY UPDATED KITCHEN AND ST...

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 ...

Gorgeous Remodel Now Available in the Desirable Winter Park Pines. Used to seeing quick flips with no attention to detail? Not here, this home has been Meticulously Ren...

Back on the Market with more upgrades this property is a dream home with 4 bedrooms and 2 bathrooms, open floor plan, luxury kitchen and a brand new laundry room this hou...

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...

HIGHEST AND BEST OFFER! This remodeled home is right off of 423, not even 1/4 of a mile from I-4! This property is an investor's dream as it just needs the finishing touc...

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...

Great 3 bedroom 2 bathroom 1,528 sqft Winter Park home conveniently located just minutes from Winter Park Village, Park Avenue, Trader Joe's, Whole Foods, I-4 and much, m...

This new construction includes a 3 bedroom 2.5 bathroom home w/ 1925 ft.², Located in Winter Park, 4-blocks from Park Avenue. This wonderful home offers a location that c...

One or more photo(s) has been virtually staged. Ideal location for a CONVENIENT LIFESTYLE on a CORNER LOT! This LOVELY 2 Car Garage POOL home in Winter Park, WELCOMES you...

One or more photo(s) has been virtually staged. ***You Simply MUST SEE this STUNNING two-story, 2 car garage Winter Park home!*** Beautifully placed BRICK Driveway and Si...

Price Reduced ~ Don't wait, Bring your offer! WELCOME HOME! If you've been looking for your perfect Winter Park home, filled with loads of character and centrally located...

OPPORTUNITY Knocks! LARGE 3 bedroom plus office/2 bath pool home in Eastbrook!! Long term Seller is downsizing - The hard stuff is done! BRAND NEW ROOF - 05/2018; newe...

A long, private, tree lined driveway leads you to this enchanting Winter Park lakeside estate home on 2 acres with over 200’ of beautiful shoreline on Lake Howell. A 2-st...

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 newly renovated. Situated in a big lot, with huge backyard and a Carport for 2, offers a...

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...

Pre-construction, to be built; ONLY TWO HOME-SITES REMAINING IN THE RESERVE AT INTERLACHEN. Stunning new Element Custom home is ideally located in the gated Reserve at In...

Beautiful corner conservation lot nestled on dead-end street with low traffic in established neighborhood of Lost Creek. Private sanctuary on almost half an acre tucked ...

One or more photo(s) has been virtually staged.Just reduced by $25,000! This NEWLY RENOVATED POOL HOME in coveted Winter Park Pines has an amazing FLOOR PLAN and offer's ...

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...

Just listed single story home in Winter Park! Four bedrooms, Three baths rare Winter Park opportunity for a buyer to either tear down and build their dream home or remode...

Welcome to your beautiful New Construction Winter Park Home on Lafayette Ave. This Custom Built home boasts 4 spacious bedrooms with 3.5 bathrooms and a master suite dow...

Welcome to 2862 Kings Deer Road in the sought after Winter Park Pines neighborhood. This home features 3 bedrooms and 2 bathrooms. You will immediately notice the large c...

This gorgeous three bedroom, two bathroom pool home has just been updated! New paint, interior and exterior! The pool has been resurfaced!! There is new carpet in the...

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...

Investors Delight! Fantastic 32789 location - walk to Shops & East End Market. Main house is 2 bedroom 1 bath plus detached 1 bedroom 1 bath guest house! Hardwood floo...

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...

Newer contemporary (3 years old) with view of Lake Kilarney in excellent school area. This home was meticulously custom built by the owner with all the modern convenienc...

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 one-story pool home situated on a quiet tree-lined street just one block from the lake is a must see! This interior designed 4/3 plus office has ...

Price reduced! 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 this highly...

You’re going to love this Winter Park home zoned for Seminole County Schools. This 3 bedroom, 2 bathroom home provides 1,600 square feet of living space. By calling this ...

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 April 2019 - BRAND NEW home located in gated Winter park community!! Small 28 home community with access to Lake Florence with c...

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 ...

Large home in desirable Seminole County School District with great potential. The property needs some updating to make it your home and is being sold AS IS. Split plan o...

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! With all the major updating complete, the only thing left to do in this home is add your personal touch. This freshly painted meticulously kept home offers...

Swimsuits can be optional in your new pad with its very private swimming pool flanked by mature queen palms. The surrounding full-enclosed back garden is landscaped with ...

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 the neighborhood. Home in walking distance to shopping area, banks and restaurants. Fen...

Back on the market! With a huge price reduction! Located in one the most sought after neighborhoods in the luxurious Winter Park Via's. This .29 acre oversized corner lo...

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...

Mediterranean masterpiece beautifully remodeled in its entirety. Placed in one of the most exclusive neighborhoods Winter Park has to offer- Sylvan Lake Shores. The home ...

Nicely renovated home boasts 4 Bedroom / 2 Bath split plan that is situated on a oversized 90 x 145 = 13,050 sqft lot, located in Beautiful Winter Park. Renovation includ...

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...

Built in 2015, this Winter Park two-story offers granite kitchen countertops, a loft, and a two-car garage. Upgraded features include fresh interior paint. This home is p...

Price improvement! In the beautifully lit and airy, temperature-controlled lanai, you will find an additional fireplace, summer kitchen, and electronic hurricane shutters...

AMAZING DEAL! Listed $250K below appraisal. This home has it all! It starts at the entry under a chandelier with power switch to lower and raise. Your attention is drawn ...

Check out this beautifully remodeled home in Winter Park! This move-in ready split plan home features an oversized 2 car garage, new 2018 A/C, new matching stainless stee...

Under Construction. What's not to love about this home currently under construction? Located in Winter Park. Great schools, restaurants and shops are abound. It is time t...

"Under Construction" BRAND NEW, CUSTOM BUILT Winter Park home. This brand new home boast just over 2,500 sq/ft. made with fine detail. This 4 bedroom 3 bathroom custom b...

Pre-construction. To be built - The latest masterpiece from Winter Park’s premier builder FG Schaub Custom Homes. This beautiful home was designed by David Larson and is ...

Pre-construction. To be built - The latest masterpiece from Winter Park’s premier builder FG Schaub Custom Homes. This beautiful home was designed by David Larson and is ...

This is the most house for the money in Winter Park. Nice Tanglewood community. This house has a separate studio apartment, fully self contained. Full bath, kitchen, se...

Do not let opportunity pass you by! Come check out this beautiful Newly Remolded Winter Park home on a quiet street with no through traffic. This home features a large gr...

Well maintained home on a 72'x130' lot in a nice Winter Park neighborhood. Same owner for the last 49 years. Shingles replaced in 2018, new garage doors and windows in 2...

This Great 3 Bedroom 2 Bathroom home is completely remodeled, It has new Kitchen Cabinet Stanley steal appliances, New Tile floor, New Window. It is a must see. Call toda...

New Construction! This two-story contemporary home features 4 bedrooms, 3 full and one half bathrooms throughout more than 3,400 square feet of living space. With an open...

Custom 2855sf lakefront residence w/ $448,000.00 in upgrades!Featuring 3 bdrms,2½ ba,18x27 garage w/ 12ft ceilings plus 2-car carport.As you enter through double doors w/...

The room sizes and finishes of this Move-In Ready home in the City of Winter Park are a must see! Outstanding schools — walk to elementary and high school. Recently paint...

Beautiful home in a quiet Winter Park neighborhood. This home has a new roof and new AC and new kitchen brand new cabinetry and granite countertops beautiful floor. It ha...

Attractive and charming 1540 s.f., 3 BR, 2 BA in beautiful Kenilworth Shores, complete with lake access privileges for canoes, sailboats, paddle boards, etc., to Lake Ber...

You have to see it to believe it! Such an amazing location where you are close to it all. Just a couple blocks from the heart of Baldwin Park, PLUS it’s just minutes to t...

Enjoy your own personal oasis in this ideal home and serene community in the heart of Winter Park! Situated on a quiet CUL-DE-SAC and zoned for TOP RATED SEMINOLE COUNTY ...

Under Construction. Similar home used as Model Home available and located next door. Welcome to your brand new construction home in Winter Park. This beautiful home is on...

Charming 3 bedroom, 2 bath, pool home on almost a .25 acre lot with no HOA! As you arrive at the home, you will find fresh landscaping and new paint on the outside of the...

Nicely maintained home on oversized lot located on a quiet cul-de-sac. Open floor plan with large kitchen and dinette. Formal Dining Room and Great Room with built in she...

Enjoy privacy and serene lake views in this completely renovated Winter Park home. Beautiful hard wood floors greet you as you enter the open concept living space. The ...

Fantastic entry home into Winter Park. Three blocks from Winter Park High. Three bedroom charmer, two full baths, laminate floors, screened patio, two car carport, large ...

Retreat to this 4/2 home nestled in a quiet Cul de sac. Situated on an irregular lot, this airy home features a flowing split architectural plan that ensures family inter...

Click the virtual tour button for a video walkthrough! NEW EVERYTHING! New roof, new floors, new A/C, new kitchen, new bathroom, and new windows! Property also Includes...

METICULOUSLY MAINTAINED! A beautiful Pergola covered front porch welcomes you to this SPACIOUS Winter Park POOL HOME! Upon entrance you’ll be greeted by a fantastic ligh...

Location! Location! Location! Beautifully updated and well maintained 3 bedroom 2 bath single family home in desirable Winter Park neighborhood. Split floor plan. Living ...

Welcome to a rare find, a custom built home in the gated community of Antigua Pointe, located in Seminole County, Winter Park. This Parade of Homes winner was built to im...

WINTER PARK PINES..the original owner has decided to sell this WELL MAINTAINED 4 BEDROOM 2 BATH POOL HOME. The 16 x 32 SPARKING POOL in the back yard which can been see...

One or more photo(s) has been virtually staged. WOW! BEAUTIFUL 2016 REMODEL in sought after Winter Park is MOVE-IN ready. You will LOVE this light and bright modern Far...

Price below Market Value for a quick sell, Seller motivated! A charming ranch-style house in the quiet Eastbrook subdivision of Winter Park, this 4/2 home with tiled floo...

Updated 2/1 with New Kitchen Cabinets/Granite tops/Appliances, Roof, Hvac, Windows, Shutters, Rear Privacy Fence, sprinkler system, Landscaping, Tile floors in kitchen an...

Location, Location, Location! Opportunity is knocking with this French Traditional Pool home surrounded by Multi-Million dollar homes on sought after Brick Street in down...

From the multi-award winning architect + builder, Phil Kean Designs, welcome to MODERN BUNGALOW. Designed especially for the most discerning buyer who does not want condo...

MUST SELL!! MOTIVATED SELLER!! Custom Home with Fresh New Appointments. This Mediterranean Old World Style Home sits on a spacious Corner Lot. The home features high ceil...

INVESTORS! This home has great potential with a 3 bedroom 2 full baths, with an open kitchen living room concept that leads to the great outdoor living space. Just outsi...

Formal Living room/Great room has soaring ceiling with view of pool and open oak spindle staircase to 2nd floor. Just painted downstairs to neutral for a pop of your colo...

Great home in a lovely community. Shopping, fine dining, attractions, hospital all within minutes. You should come see it. Awesome yard to go along with a great home. Win...

Mediterranean Style Home located minutes from the heart of Park Avenue. "A"-rated schools. Walking distance to Winter Park High School 9th Grade Center, Rollins Colleg...

College Park/Dubsdread Neighborhood. Incredible home with spacious bedrooms and 3 full baths. Home shows pride of ownership. New Range/Oven in Sept2018. Golf course view!...

This beautiful home is your opportunity to live in the desirable Edgewood subdivision which is sandwiched between East End Market, Old Winter Park Road, and Baldwin Park....

Certain to impress this is your extremely rare opportunity to own or LEASE an amazing property in Winter Park. Contact the listing agent about the details on a lease-purc...

NEW PRICE!! LOOKING FOR CHARM AND CHARACTER? This adorable 3Bd/2Ba bungalow style home on brick street in Winter Park could be the one for you. Features include circul...

Located on a quiet cul-de-sac, this spacious 4 bed / 3 bath split plan has an eat in kitchen, formal dining room, living room, utility room, and a family room with a fire...

Don't miss this incredible, completely move-in ready home. Tons of space for your entire family and A rated Seminole County Schools are just the beginning. Kitchen and bo...

WELCOME HOME!! Move in ready home in sought after**WINTER PARK community of **EASTWOOD**This home has recently been**PAINTED INSIDE**with neutral colors!! Counter tops ...

4 BR, 2 BA home in a great neighborhood. The split plan has a formal living room, family room, kitchen / dining room combo, a screened in porch and a fenced in backyard.