Search All Winter Park FL Real Estate For Sale

Fabulous Charleston style home located in the heart of the Via’s, walking distance to the WPRC, situated on an elevated corner lot that is a very private setting on a dea...

LAKEFRONT Winter park Magnificent Single Family Home, almost 1 ACRE of land, including the extra lot for the private entrance of the boat dock to the lake. Cul-de-Sac! N...

Welcome home to 3653 Midiron Drive! Why wait to build?  This home open concept modern home is better than new and can close quickly! Perfectly placed on a quiet street an...

Welcome to Orwin Manor, one of Winter Park's best kept secrets, conveniently located near Advent Health, Park Ave, College Park shopping and dining, and featuring diverse...

Amazingly updated 3/2! Quartz counters through out, New Roof, HVAC, Appliances, Cabinets Flooring and much more. Enjoy your pond view from Kitchen, living room and master...

Beautifully renovated home tucked away on a quiet street and a short stroll to charming Lake Knowles as well as Phelps Park! This beauty has a delightful brick paver fron...

Totally renovated Modern Farmhouse looks as though Chip and Joanna Gaines had their personal touch on it! Long circle driveway and paver front porch welcomes friends to c...

+++ GORGEOUS UPDATED 1 BED 1 BATH CONDO IN WINTER PARK PERFECT FOR SO MANY SITUATIONS!! +++ DO YOU NEED TO BE CLOSE TO FULLSAIL UNIVERSITY? DO YOU NEED TO BE CLOSE TO UCF...

Great Winter Park location! This home features a split bedroom plan with a large open living space. Beautiful new hardwood floors throughout the living and dining room, p...

Welcome to your new home! Perfectly located near top rated schools, minutes from downtown Winter Park and the abundance of shopping, dining and entertainment it has to of...

If you are looking for something a little different, full of character and charm in an established Winter Park neighborhood, FULLY RENOVATED including a NEW ROOF in 2019,...

Opportunity is knocking with this lovely Winter Park pool home. Move quickly on this spacious 4 bedroom, 3 bathroom house boasting fresh updates to bathrooms, media room...

Located in the heart of the Vias, this elegant and meticulously maintained home exudes warmth and endless quality and style throughout. It’s bright, neutral décor and con...

INVESTOR ALERT! Don't miss out on this remarkable Winter Park opportunity right on the edge of College Park and Downtown Orlando. 3 bedroom, 1 bath, block home that is pr...

WATERFRONT, LAKE ACCESS, HUGE LOT! This estate is situated on a beautifully landscaped oversized lot that backs up to a tropical canal with full access to 400 acre (Priva...

Under Construction. Under Construction. FG Schaub Custom Home opportunity will be ready in December 2022! Live the custom lifestyle in the highly sought-after Olde Wint...

Beautifully updated home in Winter Park! Close to major highways, shopping, and dining. This home is Move In Ready! Updates include New Electrical Panel, Water Heater rep...

One or more photo(s) has been virtually staged. Beautiful understated LUXURY tucked away in Winter Park in the small GATED community of Eden Point with a 4-CAR TANDEM GAR...

HIGHEST AND BEST BY 12PM MONDAY 5/16 - Pride of Ownership abounds in this meticulously maintained 4 bedroom, 2 1/2 bath, pool home in Winter Park. Featuring a great layou...

A remarkable find in Winter Park with this 3 bedroom showcase home. Updated items include wood look laminate flooring, quartz countertops in the kitchen and crown molding...

Walk to Park Avenue from this beautiful traditional masterpiece that will feel like home with every step. Built by Rex-Tibbs, one of Winter Park’s most established home b...

This incredible home offers everything you need, an excellent location in the heart of Winter Park walking distance to restaurants and shopping, and minutes to downtown O...

Nice 3 Bedroom / 2 Bath Townhome w/ loft and attached 2-Car Garage. Upstairs loft can easily be used as another bedroom, office or game room. Ceramic tiles cover the enti...

Move in ready, 2 bedrooms, 2 bath, corner unit overlooking Interlachen avenue and a few short steps to Park Avenue in Downtown Winter Park. A quiet entrance with bricked ...

Build to Suit. Custom build opportunity with M. Lahr Homes! Build up to approx. 4,600 SF (conditioned) on this incredible .30 acre "Vias" lot. The location is walking ...

Prime location in Winter Park! Each unit has a long term tenant that would like to stay. Huge fenced yard and each has a separate drive way.

RECENTLY RENOVATED INCLUDING KITCHEN!!! GREAT VALUE! This gorgeous Winter Park home has four bedrooms, three baths along with a large pool and garden patio. As you walk i...

Winter Park living! Located 3 miles from historic Downtown Winter Park, this completely upgraded home sits on one of the LARGEST lots with NO HOA! Tucked away in the sub...

A rare gem in the heart of old Winter Park, this historic-designated estate home is nestled on nearly one full acre of lushly landscaped land, just steps from downtown sh...

Tucked along the shores of an expansive spring-fed lake, the inviting Lake Killarney Shores community blends serene privacy with the relaxed vitality of the Winter Park V...

Gorgeous, Transitional Living in 32789. Masterfully designed and built to perfection, this 5 bedroom, 4.5 bathroom pool home offers modern, open living in the Heart of Wi...

Spacious one-bedroom condominium in Golfside Villas! This move in ready first-floor unit includes a large living room with patio, open kitchen with New stainless steel ap...

You’re going to love this amazing three bedroom 2 1/2 bath plus office home located in the highly sought after city of Winter Park. The stunning yard and driveway have be...

City of Winter Park 1947 Bungalow 1.5 miles to Park Avenue. Listed below market value. 2 1/2 Bathroom PLUS DEN 1940's Block Bungalow in Orwin Manor Estates. This charming...

Beautiful first floor condo in rear of complex. Has a community pool, playground and tennis courts Close to University Blvd. to go to UCF, Full Sail, Rollins College, V...

Come see this BEAUTIFULLY MAINTAINED, IMMACULATE WINTER PARK HOME ON A QUIET SECLUDED STREET! This is a one owner home and has been maintained in pristine, like new condi...

LAKEFRONT!! Beautiful, Updated Home with an oversized yard of 0.72 acres for you to enjoy with this Spring Fed Jet Ski Lake NAN. Be prepared to fall in love with the wat...

Come see this beautifully renovated 4-bedroom 2 bath home, in a lovely neighborhood in Winter Park with Winter Park schools. It features a brand new Architectual roof, ne...

*** GREAT LOCATION! *** 2 BEDROOMS, 2 BATHS UNIT LOCATED IN THE WELL-MAINTAINED PARKVIEW VILLAGE, ACROSS THE STREET FROM FULL SAIL UNIVERSITY, MINUTES FROM UCF AND THE B...

If you want an affordable home in Winter Park, this is the one! This home has great potential and the location that so many are looking for. It is perfect for 1st Time Ho...

THE MID CENTURY RANCH - Welcome home to this Gorgeous 4 Bedroom, 3 Bath POOL home with a NEW Roof desirably located in the heart of Winter Park. Within minutes, you could...

You will be amazed at this lovely well taken care town-home in Prime location. Spacious and lively townhouse located in Winter Park! Lots of natural light in this home! Z...

Fantastic 113' x 78' corner lot in Winter Park. Almost 3,800 square feet FAR. Park Avenue is a 3-block walk to the East and the Winter Park Village is a 2-block walk to ...

Live in the heart of Winter Park. This cozy 3 bedroom 2 bath, concrete block home with one car garage, screened front porch and no HOA is in walking distance to shopping...

Charming Winter Park bungalow available on a 78' x 113' corner lot. Fantastic location where Park Avenue is a 3-block walk to the East and the Winter Park Village is a 2-...

Located in the prestigious Via’s of Winter Park, this timeless home was custom-built on ½ an acre, and has been meticulously maintained by the original owners. The high-q...

Pre-Construction. To be built. Looking to purchase a new home in Winter Park? Barefoot Brothers Construction group presents this opportunity to build on a quiet street, b...

STUNNING WINTER PARK two bedroom condo oriented in the most private section of the Jewel of Winter Park! Villa Siena is located 2 blocks off Park Avenue and is directly a...

Under Construction. Rare opportunity for affordable new construction in Winter Park! Construction has commenced! Walking distance to the historic Dubsdread Golf Course. ...

One or more photo(s) has been virtually staged. This Winter Park two-story corner home offers a patio, and a two-car garage.