Winter Park FL. Homes For Sale

Great opportunity to own a 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 ...

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...

It’s all about location! This amazing Winter Park home is just one block away from Fairbanks Ave and is conveniently close to I-4. Just a short bicycle ride into historic...

Don't wait to come see this beautifully updated Winter Park home. This split plan home features a chefs kitchen with updated cabinets, granite counters, Stainless Steel ...

Location Location Location!!! A fantastic opportunity to own this exquisite Mediterranean custom home on the most renowned street in Central Florida! This Classic Estate ...

Your search ends here! This home has it all! It starts in the entry under a chandelier with power switch to lower and raise. Your attention is drawn into the enormous liv...

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...

Tucked back on a cul-de-sac street, this fabulous home is located on a corner lot, with a circular driveway and a side entry garage. This home is wrapped in French doors,...

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 built home will catch y...

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...

Just a few blocks from Baldwin Park. Sought after address in heart of Winter Park. Walk to East End Market and shopping along Corrine Dr. Adorable home with beautiful...

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...

Beautifully renovated home in the heart of Winter Park. Close to Winter Park Village and Park Ave. New roof, new, matching ceramic tile floors throughout.large quarter ac...

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...

Captivating, timeless, and elegant fairytale brick home overflows with character and is located on the best street in town, Park Avenue, steps to downtown Winter Park's g...

Gorgeous 4 Bedroom, 4 Bath Home in Windsong! Elegant and sophisticated this stunning contemporary home was designed by Phil Kean and features amazing details throughout. ...

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...

Unbelievable opportunity to own what has the potential to be a really nice piece of property in the heart of Winter Park! Main house is 3 bedrooms 1.5 baths and apartment...

HALF ACRE LOT IN WINTER PARK WITH SEPARATE IN LAW APARTMENT! Nestled in a quiet cul-de-sac location, this oversized lot boasts a 3 bedroom and 2 bathroom single family ho...

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 ...

Fantastic! Welcoming and spacious home located on a cul de sac. This airy 3/2 home is well maintained and tastefully upgraded. It features an additional room that can be ...

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...

Location, convenience and style! This beautiful 3 bedroom 2 bath home is ready for new owners. The first thing you will notice on your way to this house is it's close p...

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...

Great Winter Park location, 3 bed, 2 bath open floor plan with tile throughout. Large corner lot, fenced yard and NO HOA. Volume ceilings, sky lights and fireplace in fam...

Tastefully renovated 3/2 bungalow ready for new owners. The home has a spacious open & split floor plan. Some upgrades include freshly painted inside & out, stainless s...

Incredible opportunity to buy the smallest, most affordable, homes in one of the best parts of Winter Park. Priced discounted over 100k compared to similar properties so...

Southern Elegance Awaits you with this Stunning Home Located on an Oversized Corner Lot in Beautiful Windsong. The Expansive Wrap Around Front Porch Featuring Chicago Bri...

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...

SELLERS MOTIVATED -WILLING TO LOOK AT OFFERS. MID-CENTURY GEM! Start your own Brady Bunch here right in the heart of Winter Park! SUPER COOL Mid-Century remodel waiting f...

Winter Park Pines Pool home..This 4 bedroom 2 bath pool home has been well maintained by the original owner. The inside of the home has beautiful Cherry Wood Engineered ...

Needs total rehab!! Two story with potential galore! Needs: Roof, Dock, Septic

Beautifully REMODELED in 2016, move in condition, light and airy home in sought after Winter Park. This fabulous home boasts a delightful gourmet kitchen with a double ov...

A charming ranch-style house in the quiet Eastbrook subdivision of Winter Park, this 4/2 home with tiled floors has a backyard swimming pool, new storm windows, a new air...

Perfectly maintained pool home on beautiful treed lot. Tiled foyer and kitchen. Breakfast bar, quartz counter tops, under counter stainless sink. Engineered wood in fa...

Under Construction - Fantastic opportunity to purchase NEW CONSTRUCTION in one of Winter Park’s most desirable neighborhoods walking distance to Phelps Park, the YMCA, La...

All the advantages in one property!! Gorgeous 3 bedroom 2 bath home, Double car garage, Open floor plan. Large fenced back yard, in Beautiful Winter Park. Brand new kitch...

Elegant Charleston style custom home in quiet Olde Winter Park neighborhood adjacent to the "Vias"… This beautifully appointed home features numerous quality upgrades lik...

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...

Hard to find single story split plan in the Via’s now available! Super 4/3 open floor plan suits so many lifestyles! Neutral décor, hardwood floors, recessed lighting, pl...

Custom Home with Fresh New Appointments. This Mediterranean Old World Style Home sits on a spacious Corner Lot. The home features high ceilings with 8 foot interior doors...

This is it! Don't miss out on this beautiful 4-bedroom, 2-bath home in the desirable Winter Park community of Harbour Ridge. It is ideal for first time home buyers, inves...

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 outside the livin...

Stunning Modern Mediterranean with oversized corner lot on beautiful brick street in sought after neighborhood convenient to ICC, YMCA & Phelps Park... Elegant style with...

Stunning Lake Killarney lakefront home! This custom built home features five bedrooms and three and a half baths with an light and bright open floor plan. The luxurious...

Elegant Winter Park home in the heart of the Via's! This 4 bedroom, 3.5 bath pool home is located in an exclusive location just steps from multi-million dollar lakefront...

Absolutely charming 1 story lakefront home in Olde Winter Park. Enjoy the lifestyle lakefront living offers (paddle boarding, fishing, kayaking, and canoeing). This hom...

Ideal family home offers updates that are modern yet a traditional feel with room for everyone. Formal Living room/Great room has soaring ceiling with view of pool and op...

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...

LUXURY FLIP - Investors and General Contractors will love this home. Mediterranean style home luxury estate located on a cobblestone street in an amazing location WALKIN...

OWNER FINANCING AVAILABLE!! Beautiful Pool home located in the heart of Winter Park and within minutes of Florida Hospital Rollins. Home screams pride of ownership, from ...

Wonderful pool home in Winter Park! Light and bright with an open floor plan. Lovely dining room with plantation shutters. Living room is spacious with French doors leadi...

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!...

Price to sell! 5691 South Lake Burkett is located on a Cul-de-sac in the High Demanded TRINITY BAY with the LONGEST driveway on Cul-de-sac. It has an approx 8 year old ro...

Fantastic three bedroom, two and one-half bath home in Winter Park! Tucked quietly away at the back of a cul-de-sac, this beautifully updated mid-century home offers hard...

Lakefront living! Located in the exclusive Bear Gully Bay on a skiable 137 acres of water, I welcome you to 3782 Kinsley Pl. Boasting incredible curb appeal and meticulou...

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....

Fantastic opportunity to own this renovated home in Winter Park with beautiful finishes. The WOW factor starts as soon as you get out of your car. This open floor plan h...

Move in ready house in Winter Park, Florida 32789. Zoned for Winter Park Schools. This home has been fully renovated and backs up to the Phillips place subdivision. The k...

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 circular driveway, ...

Winter Park beauty! This 2/2 with a den is nestled on a premium corner lot off Winter Park Rd in the highly desired community of Charmont. Inside you are greeted by war...

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...

A rare find on the popular chain of lakes in Winter Park. This over sized lakefront site offers panoramic views of Lake Virginia with it's Genius Drive nature preserve an...

Whether you’re a first-time home buyer or investor, you’ll appreciate this ideal home! Now is your chance to live in a quiet community in a beautifully maintained home si...

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 ...

This beautiful two-story home with private pool and lush landscaping invites comfort, and exudes modern elegance. With 3 bedrooms, 2.5 baths, generous living space and st...

LOVELY, REMODELED, Move-in Ready 3 Bedroom, 2 Bath POOL HOME with a BRAND NEW ROOF (2018) & a NEWER A/C (2016) on a LARGE FULLY-FENCED LOT, Zoned for SOUGHT-AFTER SEMINOL...

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.

This ready to move in now & vastly updated, 4 bedrooms, 2 ½ bath two-story home has many recent updates. These include: Maple & oak wood flooring throughout (inclusive st...

Gorgeous 5 bedroom, 5.5 bathroom pool home located in the heart of Winter Park. Built in 2017 by LunDev Custom Homes, this beautiful property shows off 4,286 square feet ...

Under Construction. The Carolina - Custom Home by Winter Park’s Classic Homes. This Coastal beauty will feature high-end finishes & quality craftsmanship in a location ve...

Three-bedroom, two bath home, with an oversized two car garage. Completely fenced in large lot. The electrical panel recently updated. Make this lovely home yours.

This Amazing property has deed access to Lake Bell , New Roof has been installed ,new insulation,inside utility room , Florida Room and an amazing Master Suite with an of...

Location Location Location! This is your opportunity to own this stunning Winter Park Estate just a short and beautiful walk to Park Avenue and everything it has to offer...

Beautiful 4 Bedroom, 3.5 Bath + Office Pool Home in Winter Park! Highly Desirable Location in Virginia Heights with neighborhood access to Lake Virginia. Brand New Roof...

Here is an amazing opportunity to build your DREAM HOME! 3 LOTS, in prime Winter Park location, as the main value here is in the LAND. Close to Park Ave, Winter Park Vi...

Price improvement!!! SINGLE FAMILY HOME WITH MAINTENANCE-FREE LIFESTYLE and condo type ownership in the heart of Winter Park!!! This gorgeous & generously appointed BRAND...

Price improvement!!! SINGLE FAMILY HOME WITH MAINTENANCE-FREE LIFESTYLE and condo type ownership in the heart of Winter Park!!! This gorgeous & generously appointed BRAND...

This Modern Tuscan “Parade of Homes” winner custom built w/ fabulous design & versatility. Spanish Mediterranean influence creating spaces excellent for indoor/outdoor en...

Imagine there is a town in Florida where art meets high tech. This town is not fictional it is called Winter Park. Allow yourself to envision working in one of the up a...

This beautifully maintained "almost new" 3/2.5 one-story home is situated in the desirable Sanctuary--a private gated Winter Park community. This home offers wonderful f...

BACK ON THE MARKET! This beautiful home, located in growing area of east Winter Park, features an inviting open floor plan with vaulted ceilings, cozy fireplace, brand ne...

EXCELLENT WINTER PARK SCHOOLS in a GREAT NEIGHBORHOOD. Welcome home to this beautiful 4 bedroom, office, 3 bathroom home with over 3,000 sq ft.. You will love the appear...

If Winter Park Pines is where you want to be, then you must see this one! Located on a private fenced in lot, this 4 bed/3 bath home has been expertly updated and upgrade...

This well maintained, turnkey, 3/2 Winter Park home is waiting for you to view. This home boasts an updated kitchen with solid wood cabinetry and granite countertops with...

- Just Reduced - Move in ready! Welcome to your new home. Completely renovated, turnkey 4/2 home with 2 car garage in a desirable Winter Park area in a quiet neighborhoo...

Sellers are very motivated!! Call today to see this EXTRAORDINARY home in Windsong North! LUXURY living abounds in this captivating home, offering SERENE outdoor spaces a...

Dream Winter Park home is minutes to shopping, dining and has very easy access to the highways. This 3 bedroom, 3 bathroom home was completely remodeled and ready for a n...

Wonderful and Charming 3 BR pool home across from Mead Botanical Garden with great location and rental history. Schools are Audubon Elementary and Middle School. High Sc...

Beautifully Renovated in 2006 by Architect Mark Nasrallah and Builder Jim Winters. Located in the Heart of Winter Park, This Home is Situated on a Large Corner Lot Overlo...

Under Construction - The latest masterpiece from Winter Park’s premier builder FG Schaub Custom Homes. This Modern Farmhouse was designed by David Larson and is sure to e...

Beautiful 3 Bedroom 2 bath with 2 car garage on corner lot near lake. Open spacious floor plan, vaulted ceilings, fireplace and yard with shade trees. Country Lane is a v...

Virginia Heights / Lake Access home in a desirable historic area of town with a trendy vibe! Come see this solidly built ONE STORY, 3 Bed/3.5 Bath with 2,388 sf and an ad...

ALL NEW PRICE!!!!!! This stylish mid-century modern gem is surrounded by million-dollar homes on a quiet cul-de-sac in Winter Park’s desirable 32789 Winter Park Village s...

Don't miss an opportunity to view this super adorable home with massive yard and located in highly sought after Winter Park. This home has been very well loved and cared ...

Location, location, location! Remodeled charmer is nestled on large corner lot, surrounded by new homes. Walk to Dexter’s, Hannibal’s, Park Avenue, Winter Park Village an...

ABSOLUTELY ADORABLE ONE BEDROOM BUNGALOW IN WINTER PARK. UPDATED INTERIOR AND EXTERIOR PAINT IN 2016. LOVELY HARDWOOD FLOORS THROUGHOUT FAMILY AND MASTER BEDROOM. BATHROO...

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...

Meticulously maintained and updated home in the quiet and desirable Waterbridge neighborhood of Winter Park. Recently renovated kitchen includes custom cabinetry with gr...

This beautifully renovated home features 3 bedrooms 2 bathrooms and is perfect for a first time buyer or anyone looking to downsize. Some of the many upgrades throughout ...

DON'T MISS THIS SPECTACULAR CUSTOM WATER-FRONT HOME OF YOUR DREAMS! Jump on your boat and cruise out to Lake Maitland and the entire Winter Park Chain of Lakes! Located i...

MOVE-IN READY, FULLY UPDATED, BEAUTIFUL HOME ZONED FOR ALL OF WINTER PARK’S A-RATED SCHOOLS! Here's your opportunity to own an amazing one-story ranch home on a prominent...

IN TOWN LIVING in one of Winter Park’s most sought after neighborhoods - Kenilworth Shores! This neighborhood offers convenient living -near WP Hospital/offices, Crosby...

This beautifully updated 4 bedroom 3 bathroom home features brand new paint inside and outside, new appliances, newer AC unit inside and out and the newer roof which was ...

Don’t miss out on this magnificent home in one of Winter Parks most desirable areas near Lake Sue! This is a transitional Rex-Tibbs built home that is a one of a kind cus...

BECOME NEIGHBORS WITH WINTER PARK'S MAJOR ATTRACTIONS! Great location just minutes from downtown shops & restaurants, Trader Joe's, The Cheese Cake Factory, Rollins Coll...

LOCATION! LOCATION! LOCATION! Gorgeous 4 bed/3.5 bath home nestled in the highly sought after Community of Windsong! “A” rated schools! Light & bright! Spacious foyer gre...

PRICE DROPPED. MOTIVATED SELLER. Please submit all offer. Located in a wonderful quiet neighborhood, the house is renovated with fresh interior and exterior paint. New ca...

Charming and updated, 1-story home, with 3 bedrooms and 2.5 baths, is located directly across from the adorable Marvin Smiley Park and just a few houses up from Mizell. T...

LOCATION LOCATION! Great home for investors or somebody with an eye for design in a sought after neighborhood in Winter Park on a oversized lot. It is walking distance t...

Built in 2014, this 2-story family home is located in the established gated community of Enclave at Aloma. This neighborhood is extraordinarily convenient - less than 1 m...

PRICE REDUCED!!! Must see to appreciate the potential! Renovate existing structure or start fresh on almost 1/2 acre at this location. 4 bedrooms and 3.5 baths home offer...

Beautiful 5 bedroom traditional home in the heart of the Vias on a quiet cul-de-sac… one of the most sought after neighborhoods in Winter Park. Extremely well maintained...

Lovely 3 bedroom 2 bath home in a wonderful Winter Park neighborhood. Home is move in ready! The inviting kitchen has stainless steel appliances, granite counter-tops, an...

Single Family home Seeking New Family......I am middle aged that means Quality Crafted and not Cookie Cutter, My Face-Lift is complete I am Totally at my Prime! I love ...

Beautiful custom built Mediterranean Masterpiece. Home is located in Winter Park's secluded Talman community. Offering six bedroom, five full bath, two half baths and fou...

This charming Traditional style home from David Weekley is a coveted two story in a serene and mature pocket of Olde Winter Park. The first floor has a spacious open floo...

Make this roomy, beautiful two-story house your new home. It’s perfect for a large family or a family looking to grow! Plenty of room to entertain, with a large family ro...

Elegant Mediterranean Lakefront with over an Acre of Land in the “Heart of Winter Park” with 227ft. of Lakefront. The View is one of the Most Breathtaking on the Winter P...

The Windsong home in Winter Park, that you've been waiting for. Set up as 3/3.5 PLUS Home Office plus LARGE Bonus Room with private bath. Bonus room or home office is ...

NEW PRICE!!! This 3-bedroom, 2-bath home in Winter Park’s desirable Brookshire Heights neighborhood is light, bright and move-in ready! It boasts an OPEN and SPLIT-bedr...

Stunning Georgian Revival by custom builder Posada Custom Homes. Gas porch lantern, graceful columns, working shutters and historic details make this classic brick home e...

This charming 3 bedroom/3 bath home is situated on a brick street in the Via’s of Olde Winter Park. The floor plan is open, light & bright. The eat-in kitchen has a cen...

Charming custom one level home with a guest suite on a double corner lot on a quiet street and beautiful area in Winter Park. This property, just one block away from Lak...

MOVE IN READY! This beautifully updated 3 Bedroom 2 Bath home is perfectly situated on a corner lot in the highly desirable Winter Woods subdivision in Winter Park. There...

Fantastic location in Winter Park! Two-bedroom one bath home freshly painted with new carpet and refinished floors! Has all the charm of a classic bungalow Florida home, ...

Beautifully appointed two-story Winter Park home, PRICED TO SELL, is situated on little Lake Wilbar, a brick street with tranquil views of the water and privacy. A 4-bedr...

Don’t miss your chance to own this Immaculate 3 Bedroom – 2 Bath Pool Home in Winter Park! This home has been recently remodeled throughout and is sure to impress! Enteri...

***SELLER WILL CONTRIBUTE $2,500 TOWARDS BUYER'S CLOSING COSTS WITH AN ACCEPTED OFFER BEFORE NOV 1.*** Realtors, be sure to look at Realtor Remarks for an additional ince...

Don’t miss this opportunity to Build New or Renovate. Nestled between Baldwin Park, Corrine Dr. and Mills Park. This 9,480sq.ft. lot is priced to sell! New construction i...

Gorgeous Character Home in the Heart of Winter Park! Walk to Park Avenue – Just 1 Block Away! Beautiful 0.25 acre lot sits on a tree-line brick street, surrounded by mul...

Warm and elegant home in the heart of Winter Park just blocks away from Park Avenue, Rollins College and across the street from Trismen Park. This completely remodeled 4 ...

Fabulous Lakefront property on Lake Virginia with views of Rollins College and walking distance to Park Avenue. Great potential for a remodel or build your own custom hom...

JUST RENOVATED AUGUST 2018, rare find in Winter Park, 32789, modern home with a great floor plan. WALK TO LAKEMONT ELEMENTARY. Ideal opportunity to move to one of Orland...