Search All Winter Park FL Real Estate For Sale

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Just Listed Winter Park FL Real Estate For Sale

2028 Cocos Court, Winter Park $410,000

GREAT OPPORTUNITY to own a home in EASTBROOK WINTER PARK!!! This home sits on over a quarter acre fenced cul-de-sac lot. The ginormous backyard is perfect for a dog, pla...

3 Beds
2 Baths
O6162405 MLS

161 Scottsdale Square Unit 161, Winter Park image

161 Scottsdale Square Unit 161, Winter Park — 161 $140,000

Spacious 1 bedroom in Winter Park, great location. Outside storage with washer/dryer connections, steps away from one of the pools. Close to dining and shopping, Universi...

1 Beds
1 Baths
O6162227 MLS
161 Bldg.

Winter Park $485,000

Gorgeous home in a wonderful community in Winter Park. Amazing interior featuring 3 Bedrooms |2.5 Baths. This corner-lot home boasts recently update roof and Energy effic...

3 Beds
2.5 Baths
O6162964 MLS

314 Scottsdale Square Unit 314, Winter Park image

314 Scottsdale Square Unit 314, Winter Park — N/A $130,000

Near great restaurants, shopping, public transportation, major highways and more! Investors, here's your chance before the New Year! Own this condo in Winter Park Woods. ...

2 Beds
1.5 Baths
S5095972 MLS
N/A Bldg.

786 W Canton Avenue, Winter Park $450,000

This is a Perfect high and dry lot with a tree to shade your backyard. Nestled in the highly sought after City of Winter Park. A perfect homesite for your future custom h...

O6161876 MLS

7268 Swallow Run Unit 7268, Winter Park image

7268 Swallow Run Unit 7268, Winter Park — 7268 $185,000

Beautiful 2 bedroom 2 bathroom FURNISHED CONDO in Winter Park! Brand New Carpet and freshly interior painting. Washer and Dryer included. Centrally Located!! Close to all...

2 Beds
2 Baths
S5095945 MLS
7268 Bldg.

3035 George Mason Avenue Unit 18, Winter Park image

3035 George Mason Avenue Unit 18, Winter Park — 3035 C $127,000

Welcome to your dream home in the heart of the enchanting Winter Park, Orlando area! Step into this meticulously maintained 1 bed, 1 bath condominium that effortlessly co...

1 Beds
1 Baths
S5096007 MLS
3035 C Bldg.

3221 Athena Drive, Winter Park $449,900

WALK ON IN AND CALL IT HOME! This 3 bedroom, 2 bath FULLY RENOVATED POOL home with fully fenced in backyard in Winter Park is ready for its next owner! Featuring a nice O...

3 Beds
2 Baths
O6162245 MLS

1581 Magnolia Avenue, Winter Park $1,350,000

Expect to be impressed with this absolutely adorable two story home that sits on a brick lined street in the heart of Winter Park and just minutes from everything! The ma...

4 Beds
4 Baths
O6162427 MLS

1695 Lee Road Unit B210, Winter Park image

1695 Lee Road Unit B210, Winter Park — B $155,000

GREAT INVESTMENT OPPORTUNITY WITH TENANT ALREADY IN PLACE! This great second floor one-bedroom condo is in the quiet community of Waterfall Cove just off Lee Road and 17...

1 Beds
1 Baths
O6162238 MLS
B Bldg.

1660 N Walnut Avenue, Winter Park $625,000

*Investors Special* Accepting cash offers only. This property is a great candidate for new construction! This Winter Park location offers a luxurious lifestyle with conve...

2 Beds
1.5 Baths
O6161710 MLS

2003 Canny Cove, Winter Park — 2003 $434,900

Amazing Townhome in Winter Park! This 3 bedroom 2.5 bathroom Townhome in new and gated “ Grayson Square “ community, with features of spacious living and comfortability. ...

3 Beds
2.5 Baths
O6162376 MLS
2003 Bldg.

280 Scottsdale Square Unit 280, Winter Park image

280 Scottsdale Square Unit 280, Winter Park — 280 $170,000

Discover refined living in this elegantly renovated 2-level, 2-bedroom, 1.5-bath condo, exuding a townhouse charm. The high ceilings throughout the unit amplify the sense...

2 Beds
1.5 Baths
O6162300 MLS
280 Bldg.

108 Scottsdale Square Unit 108, Winter Park image

108 Scottsdale Square Unit 108, Winter Park $159,900

Light and bright end-unit two story condo lives large! Great features include tile throughout the kitchen and living areas, a separate bedroom and bathroom downstairs, tw...

3 Beds
2 Baths
O6162233 MLS

200 Saint Andrews Boulevard Unit 609, Winter Park image

200 Saint Andrews Boulevard Unit 609, Winter Park — 200 $199,000

Totally renovated Four Seasons first floor condo with upgrades galore! Professional interior design and 2017 major remodel marry the best of a chic aesthetic with new sys...

1 Beds
1 Baths
O6162113 MLS
200 Bldg.

1529 Bantam Way, Winter Park — 1529 $470,000

Gorgeous new luxury townhome community in the desirable Winter Park area. This is an exclusive gated community built by Meritage Homes called the Enclave at Hawk's Crest....

3 Beds
2.5 Baths
O6161782 MLS
1529 Bldg.

1860 Via Contessa, Winter Park $2,500,000

Discover your dream home in Winter Park - Boasting a total of 6,954 SF across three levels, this spacious residence on a tranquil street in the sought-after Vias is a hav...

7 Beds
6 Baths
O6161682 MLS

670 W Canton Avenue, Winter Park $399,900

RIPE FOR DEVELOPMENT in central Winter Park. Value is the LOCATION ! House needs rehab. Surrounded by new & rehabbed homes. Priced for quick sale. Please wear mask when v...

3 Beds
1.5 Baths
O6161588 MLS

2555 Passamonte Drive, Winter Park image

2555 Passamonte Drive, Winter Park — 5 $369,900

Spacious and inviting, move in ready 3 bedrooms + office/4th bedroom, 2.5 bath home with bonus room office on 1st floor and loft on the 2nd floor. Split bedrooms plan, sc...

4 Beds
2.5 Baths
O6161892 MLS
5 Bldg.

3710 Hawthorne Lane, Winter Park $499,999 ▲

NEW ROOF AND VINYL FENCE 2023! PAID OFF SOLAR PANELS! EV, RV AND WHOLE HOME GENERATOR PLUG! HUGE YARD! HUGE DETACHED WORKSHOP! Welcome to your dream home in the heart of ...

3 Beds
2 Baths
O6160887 MLS

2519 Chantilly Avenue, Winter Park image

2519 Chantilly Avenue, Winter Park $2,200,000 ▼

Gorgeous house in the heart of Winter Park on a cul-de-sac. Custom home with open floor plan and modern kitchen. 4 full bedrooms and a bonus room. 3 of the bedrooms h...

4 Beds
4.5 Baths
O6154620 MLS

3649 Hedgewood Drive, Winter Park $410,000

Welcome home to this beautifully renovated 3BR/2BA mid-century modern POOL home, a perfect blend of style and comfort, nestled on a spacious 0.24-acre corner lot. Step in...

3 Beds
2 Baths
O6161089 MLS

2068 Houndslake Drive, Winter Park image

2068 Houndslake Drive, Winter Park $369,900

Nestled in a cozy Winter Park neighborhood, this 3 bedroom/2 bath home is just steps away from Park Avenue, Rollins College, UCF and 436. It's been updated with a newer r...

3 Beds
2 Baths
O6161078 MLS

2016 Lake Drive, Winter Park $1,699,900 ▼

Once in a lifetime opportunity! POSSIBLY THE BEST PRICED LAKEFRONT PROPERTY IN WINTER PARK. 1/3 acre Winter Park lakefront. Over 100 feet on the water with dock and boat...

3 Beds
2 Baths
O6161030 MLS

780 Baffie Avenue, Winter Park $370,000

Great opportunity to live in Winter Park in the Dubsdread Golf Community. This 3 bedroom, 2 bath home is situated on a deep lot (50 x 140) with 1283 sq. ft., Bamboo hardw...

3 Beds
2 Baths
O6160947 MLS

1949 STRATHAVEN Road, Winter Park $685,000

Nestled in the charming community of Winter Park, 1949 Strathaven Rd. seamlessly blends classic elegance with modern comfort. This four-bedroom, two-bathroom home offers ...

4 Beds
2 Baths
1116785 MLS

2770 Lake Howell Lane, Winter Park image

2770 Lake Howell Lane, Winter Park $849,990

Under Construction. Look no further than this beautiful modern farmhouse being built on a generous one-acre lot. Tucked back toward the end of a quiet road, the lush gree...

4 Beds
3.5 Baths
O6161041 MLS

311 E Morse Boulevard Unit 6-18, Winter Park image

311 E Morse Boulevard Unit 6-18, Winter Park — 6 $1,350,000

This sophisticated New York-style condo, located on the fifth floor, offers picturesque tree-top and lake views. The one-story unit, spanning over 2000 square feet, has ...

2 Beds
2 Baths
O6155353 MLS
6 Bldg.

914 Grover Avenue, Winter Park $450,000

Welcome home to your charming and centrally located Winter Park bungalow. This home is nearby beautiful Mead Botanical Gardens, Rollins College, Park Avenue and the Winte...

2 Beds
1 Baths
O6157769 MLS

3035 George Mason Avenue Unit D-17-A, Winter Park image

3035 George Mason Avenue Unit D-17-A, Winter Park — 3035 $119,900

STUDIO CONDO LOCATED IN WINTER PARK PERFECT FOR SOLO LIVING OR FOR COUPLES. GROUND FLOOR UNIT WITH 549 SQFT. HAS A COMBO LIVING AREA/BEDROOM WITH NEW KITCHEN CABINETS AND...

1 Beds
1 Baths
O6160030 MLS
3035 Bldg.

7476 Swallow Run Unit 34, Winter Park image

7476 Swallow Run Unit 34, Winter Park — 7476 $269,000

Stop Looking!!! Gorgeous and Fully updated two-bedroom, two-story condo with spacious fully fenced backyard! Yes, Condo with backyard and screened lanai in Highly desir...

2 Beds
1.5 Baths
S5095494 MLS
7476 Bldg.

2139 Blossom Lane, Winter Park $850,000

Welcome to 2139 Blossom Lane, where you have the rare opportunity to build your Winter Park dream home on the Lake Killarney canal. The lot boasts an impressive canvas of...

T3488321 MLS

3254 Oak Lake Place Unit 137, Winter Park image

3254 Oak Lake Place Unit 137, Winter Park — 8c $249,900

THIS GORGEOUS 2 BED/2.5BATHS MID-CENTURY MODERN ARCHITECTURALLY DESIGNED SINGLE FAMILY HOME IS NEWLY REMODELED AND NESSELED IN WINTER PARK COMMUNITY OF HIDDEN OAKS. THIS ...

2 Beds
2.5 Baths
O6155752 MLS
8c Bldg.

7320 Fieldcrest Avenue, Winter Park image

7320 Fieldcrest Avenue, Winter Park $450,000

Fractional Ownership. CUL-DE-SAC TUCKED AWAY PRIVATE POOL HOME OASIS IN THE MIDDLE OF EVERYTHING, WITH AN ENTERTAINING OPEN FEEL, STAINLESS APPLIANCES AND TILE THROUGHOUT...

3 Beds
2 Baths
O6160237 MLS

7604 Aloma Pines Court, Winter Park image

7604 Aloma Pines Court, Winter Park — 1 $405,000 ▲

TOWNHOME IN GATED COMMUNITY 3 BEDROOMS 2.5 BATHS 1 CAR GARAGE. MOVE IN READY

3 Beds
2.5 Baths
O6159923 MLS
1 Bldg.

1976 Shadyhill Terrace, Winter Park image

1976 Shadyhill Terrace, Winter Park $579,900

This home is perfect for family living. It is a 4/2.5 with a large 1st floor master bedroom. The property sits on a common area adding to the generous back yard space. Th...

4 Beds
2.5 Baths
O6156969 MLS

1000 Semoran Boulevard S Unit 812, Winter Park image

1000 Semoran Boulevard S Unit 812, Winter Park — 800 $198,000

Centrally located in Winter Park near from Full Sail University, UCF, Winter Park, Downtown Orlando, Mills/50 Area, shopping, restaurants, Airport. Winter Park Schools. ...

2 Beds
2 Baths
O6158675 MLS
800 Bldg.

4411 Glenview Lane, Winter Park $469,999 ▼

LOCATION! LOCATION! LOCATION! Winter Park 3 bedroom, 2 bath, 2 Car Garage, over 1/4 acre lot, BLOCK home with a SPLIT PLAN layout. Walk in through the double front doors ...

3 Beds
2 Baths
O6159232 MLS

1949 Strathaven Road, Winter Park $685,000 ▼

Nestled in the charming community of Winter Park, 1949 Strathaven Rd. seamlessly blends classic elegance with modern comfort. This four-bedroom, two-bathroom home offers ...

4 Beds
2 Baths
O6157564 MLS

7661 Bent Bow Trail, Winter Park $549,900

All I want for Christmas is THIS HOME! –Don’t miss the opportunity to put your finishing touches on this exceptional Winter Park Home. Collaborate with a fantastic team a...

4 Beds
3 Baths
O6159358 MLS

Lake Howell Lane, Winter Park $1,200,000

Rare Winter Park Waterfront Lot! Just a 14 minute drive to the world-famous Park Avenue dining and shopping mecca and only 15 minutes to Rollins College. Nestled in the ...

O6159013 MLS

2610 Exuma Way, Winter Park — N/A $265,000 ▼

New Roof 2018 Priced to sell this property in Winter Park will not last long. New AC in 2019. New Water Heater in 2019. This beautiful home is perfect for a first time bu...

2 Beds
2 Baths
O6158744 MLS
N/A Bldg.

1635 Highland Road, Winter Park $3,500,000

One or more photo(s) has been virtually staged. Step into the lap of modern luxury with this new gem in Winter Park, FL! This 5-bedroom beauty is more than just a home; i...

5 Beds
5.5 Baths
O6157505 MLS

1250 S Pennsylvania Avenue Unit 8, Winter Park image

1250 S Pennsylvania Avenue Unit 8, Winter Park — 8 $950,000 ▼

Virginia Heights Neighborhood with private lake access park, directly across street from Mead Gardens, 2 short blocks to WP Tennis Center, Azalea Playground Park, New 7 O...

3 Beds
2.5 Baths
A4589811 MLS
8 Bldg.

504 W Swoope Avenue, Winter Park — Vilasa $1,400,000

Welcome to Vilasa, a newly constructed, distinguished, luxury townhome community located in the heart of sought after Winter Park. Steps away from world-renowned Park Ave...

3 Beds
2.5 Baths
O6158505 MLS
Vilasa Bldg.

2676 Barbados Drive, Winter Park — 2676 $339,800

Location, Location, Location! Launch your home search at Windward Square in Winter Park. After you enter the door from the peaceful atrium patio you will be surprised of...

3 Beds
2 Baths
O6157280 MLS
2676 Bldg.

7316 Beacon Place, Winter Park $420,000 ▼

**NEW LISTING ALERT** Welcome to 7316 Beacon Place in the highly sought after Winter Park, Florida! This Beautifully Renovated Home has just HIT THE MARKET and is sure to...

3 Beds
2 Baths
O6158544 MLS

669 Grenadine Court Unit 669, Winter Park image

669 Grenadine Court Unit 669, Winter Park — 669 $239,000 ▼

The wait is over! Welcome to this charming 2-bedroom, 2-bathroom condo located in the desirable winter Park Villas community. Enjoy living in this well-maintained unit t...

2 Beds
2 Baths
O6158503 MLS
669 Bldg.

1695 Lee Road Unit D209, Winter Park image

1695 Lee Road Unit D209, Winter Park — D $144,000 ▼

Price Improvement! Are you looking for a 1 Bedroom, 1 Bath condo? Look no further! This lovely 2nd floor unit is located in desirable Winter Park with convenient acces...

1 Beds
1 Baths
O6157921 MLS
D Bldg.

1806 Linden Road, Winter Park $495,000

Private, renovated, and perfectly located. This single-story Winter Park home has 3-bedrooms, 1.5-baths and is located within the desirable Tanglewood community which has...

3 Beds
1.5 Baths
O6157847 MLS