Winter Park Homes for Sale

Latest Winter Park Homes and Condos for Sale

1208 Sharon Place, Winter Park $2,850,000

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...

4 Beds
4.5 Baths
Sharon Place SubDv.
32789 Zip Code

3653 Midiron Drive, Winter Park $725,000

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...

3 Beds
2.5 Baths
Golfview SubDv.
32789 Zip Code

1465 Berkshire Avenue, Winter Park image

1465 Berkshire Avenue, Winter Park $600,000

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...

2 Beds
2 Baths
Orwin Manor Westminster Sec SubDv.
32789 Zip Code

1550 Elm Ave, Winter Park $1,595,000

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...

5 Beds
4.5 Baths
Temple Estates SubDv.
32789 Zip Code

1673 Mayfield Avenue, Winter Park $1,190,000

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...

4 Beds
4 Baths
Temple Estates SubDv.
32789 Zip Code

3032 Antique Oaks Circle Unit 148, Winter Park image

3032 Antique Oaks Circle Unit 148, Winter Park — 3032 $199,900

+++ 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...

1 Beds
1 Baths
Parkview Village SubDv.
32792 Zip Code

2172 Temple Drive, Winter Park $599,900

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...

3 Beds
2 Baths
Fontainebleau SubDv.
32789 Zip Code

2122 Arbor Park Drive, Winter Park image

2122 Arbor Park Drive, Winter Park $640,000

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...

3 Beds
2 Baths
Flora Park First Add SubDv.
32789 Zip Code

4887 N Magnolia Avenue, Winter Park image

4887 N Magnolia Avenue, Winter Park $429,900

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...

4 Beds
3 Baths
Suburban Homes SubDv.
32792 Zip Code

1215 Via Salerno, Winter Park $2,800,000

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...

4 Beds
4.5 Baths
Cloister Grove Sub SubDv.
32789 Zip Code

2827 Riddle Drive, Winter Park $230,000

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...

3 Beds
1 Baths
Fairbanks Shores First Add SubDv.
32789 Zip Code

1635 Highland Road, Winter Park $2,890,000 ▲

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...

5 Beds
5.5 Baths
Virginia Heights SubDv.
32789 Zip Code

2103 Biscayne Drive, Winter Park $399,000

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...

3 Beds
1 Baths
Orange Terrace SubDv.
32789 Zip Code

100 Stirling Avenue, Winter Park $2,250,000 ▲

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...

5 Beds
4 Baths
Virginia Heights SubDv.
32789 Zip Code

1695 Lee Road Unit D113, Winter Park image

1695 Lee Road Unit D113, Winter Park — D $195,000

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...

2 Beds
1 Baths
Waterfall Cove/Winter Park SubDv.
32789 Zip Code

1200 Park Green Place, Winter Park image

1200 Park Green Place, Winter Park — 1200 $300,000

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...

3 Beds
2 Baths
Park Green SubDv.
32789 Zip Code

535 N Interlachen Avenue Unit 307, Winter Park image

535 N Interlachen Avenue Unit 307, Winter Park — Na $495,000

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 ...

2 Beds
2 Baths
Andalucia Apts SubDv.
32789 Zip Code

1229 Via Del Mar, Winter Park $1,299,000

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 ...

Tuscany Terrace SubDv.
32789 Zip Code

441 Clay Street, Winter Park $350,000

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.

Karolina On Killarney SubDv.
32789 Zip Code

2019 Strathaven Road, Winter Park $558,000

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...

4 Beds
3 Baths
Kenilworth Shores Sec 07 SubDv.
32792 Zip Code

701 Denton Road, Winter Park $539,900

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...

3 Beds
2 Baths
Winter Park Estates SubDv.
32792 Zip Code

940 Old England Avenue, Winter Park image

940 Old England Avenue, Winter Park $3,200,000

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...

4 Beds
3.5 Baths
Dyer Susan Resub SubDv.
32789 Zip Code

607 Ellen Drive, Winter Park $299,000

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...

32789 Zip Code

617 Worthington Drive, Winter Park image

617 Worthington Drive, Winter Park $2,100,000

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...

5 Beds
4.5 Baths
Kenilworth Shores Sec 06 SubDv.
32789 Zip Code

1000 S Semoran Boulevard Unit 703, Winter Park image

1000 S Semoran Boulevard Unit 703, Winter Park — G $164,900

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...