Winter Park, Florida MLS listings - Homes for Sale

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Homes For Sale » Florida » Orange county » Winter Park
Windsong North Shore 43/74
$985,900
603 Genius Drive
4 bed / 4 bath Single Family Home
MLS #O5485175
3,804 sq. ft.
Charming, Timeless, Traditional 4 bdrm/4 bath pool home in Winter Park's much sought after rich and colorful Windsong Estate! This lovingly maintained Cahill Custom built home w/front and back porches and many upgrades…
College Park Replat
$749,000
764 Antonette Avenue
4 bed / 3 bath Single Family Home
MLS #O5484895
2,796 sq. ft.
Winter Park, FL 32789
Charming character home in the historic College Quarter neighborhood. Main house has three bedrooms, two full baths, a home library/den with built-in wraparound bookshelves, living, dining, and an enclosed Florida…
Winter Park Heights
$654,900
1740 Palm Avenue
5 bed / 3 bath Single Family Home
MLS #O5443163
2,907 sq. ft.
Winter Park, FL 32789
BACK ON MARKET AFTER SELLER COMPLETES 2ND PHASE OF RENOVATION. Rare 5 bedroom 3 bath fully renovated one level home with a huge pool on the tree streets! This beautiful renovated split floor plan home sits on an…
Comstock Park
$799,900
1661 Woodland Avenue
4 bed / 4 bath Single Family Home
MLS #O5464865
3,215 sq. ft.
Winter Park, FL 32789
SUBSTANTIAL PRICE REDUCTION-MOTIVATED SELLERS! Fabulous top to bottom renovation on a brick street with prime Winter Park location! 4 bedroom 3.5 bath Mediterranean on a generous sized fenced and private lot. ALL NEW…
Morseland Gardens
$1,390,000
961 N Park Avenue
3 bed / 2 bath Single Family Home
MLS #O5478438
1,820 sq. ft.
Winter Park, FL 32789
The value is the land, but the existing house you can certainly make your own. Hard to imagine a better Park Avenue location to build your dream home. Close to 100 foot Park Avenue frontage with a lot that is over 190…
Morseland Gardens
$1,390,000
961 N Park Avenue
Vacant Land
MLS #O5478634
0.41 acres
Winter Park, FL 32789
Hard to imagine a better Park Avenue location to build your dream home. Close to 100 ft frontage on Park Ave, the lot is over 190 ft deep. Literally steps from the shopping district, restaurants. Winter Park Schools. If…
Temple Grove
$1,395,000
1019 Temple Grove
4 bed / 5 bath Single Family Home
MLS #O5485388
5,319 sq. ft.
Winter Park, FL 32789
With over 5000 square feet of living space, this 4 bedroom, 4 and a half bath pool home sits on a beautiful and over-sized parcel of land that measures over half of an acre. Located on a highly sought after and very…
Lakeside Estates
$639,000
1480 Via Sangro Place
5 bed / 4 bath Single Family Home
MLS #O5485443
3,745 sq. ft.
Winter Park, FL 32792
AMAZING WINTER PARK MERITAGE LAKE ACCESS HOME - WITH ENDLESS BUILDER UPGRADES! Situated on a cul de sac and on one of the largest lots in the small gated community of Lakeside Estates (only 49 homes), this 5 BR \ 4 BA…
Virginia Heights Rep
$675,000
525 Melrose Avenue
3 bed / 3 bath Town Home
MLS #O5456402
2,507 sq. ft.
Winter Park, FL 32789
Welcome to a wonderful Winter Park Townhome that lives like a single family home! Very private setting in the Heart of Winter Park. Walk to Park Avenue and Rollins College. This two story home boasts 3 bedrooms, 2…
Douglas Grand
$879,000
365 W Welbourne Avenue #106
3 bed / 4 bath Town Home
MLS #O5485258
2,734 sq. ft.
Winter Park, FL 32789
Central Florida's most distinctive, historic and established in-town living experiences. Welcome your guest directly from your own front door located on Welbourne Avenue. The very last developers unit that has NEVER…
Tantum
$1,150,000
922 N Pennsylvania Avenue
3 bed / 4 bath Single Family Home
MLS #O5452305
3,440 sq. ft.
Winter Park, FL 32789
Downtown Winter Park Golf Course Living!!!! Nestled along the 4th hole of the Winter Park Golf Club, this newly renovated 3 bedrooms - 4 baths Mediterranean home with attached guest suite apartment has it all!…
Virginia Heights
$779,900
1132 S Pennsylvania Avenue
3 bed / 3 bath Town Home
MLS #O5475966
2,430 sq. ft.
Winter Park, FL 32789
Immaculate Neo-Classical architecture townhome just a couple of blocks to Park Avenue’s fine restaurants & boutiques, Central Park & the Farmer's Market. Walk to Rollins College or bike through Winter Park's charming…
Cortland Park
$769,900
152 Brewer Avenue
4 bed / 4 bath Single Family Home
MLS #T2851918
2,702 sq. ft.
Winter Park, FL 32789
NOT a Short Sale, NOT a bank owned property. Can Close IMMEDIATELY!!! This gorgeous two story 3 bedroom 2.5 bath home has an in-law suite with 1 bedroom & 1 bathroom! Located in the heart of in Winter Park just down…
$449,000
1231 Kenwood Avenue
3 bed / 2 bath Single Family Home
MLS #O5472129
1,664 sq. ft.
Winter Park, FL 32789
NEW YEAR-NEW ROOF, NEW RESURFACED POOL, NEW REFINISHED FLOORS...SAME PRICE! Classic Winter Park bungalow in desirable neighborhood within walking distance to Park Avenue, Winter Park Village and Ravaudage back on the…
Lake Killarney Shores
$1,850,000
245 Rippling Lane
4 bed / 5 bath Single Family Home
MLS #O5485627
4,489 sq. ft.
Winter Park, FL 32789
Stunning Lake Killarney home in Winter Park. Private and Elegant, this newly built 4 bedroom 4.5 bath residence offers incredible living spaces with an abundance of natural light. As you enter the home through the…
$439,900
730 Gilbert Road
4 bed / 2 bath Single Family Home
MLS #O5485729
1,818 sq. ft.
Winter Park, FL 32792
This mid-century modern pool home in the heart of Winter Park Pines zoned for the best schools in central Florida is a MUST SEE! With 4 bedrooms and 2 bathrooms it features a brand new, professionally designed…
Brookshire Heights 4th Add
$479,000
675 Blairshire Circle
3 bed / 3 bath Single Family Home
MLS #O5477444
2,138 sq. ft.
Winter Park, FL 32792
STUNNING Winter Park Home! This mid-century home has been transformed into a transitional masterpiece, where traditional warmth meets modern luxury. The entire home has been completely remodeled as almost the only…
Cypress Reserve
$539,900
5365 Cypress Reserve Place
4 bed / 5 bath Single Family Home
MLS #O5485740
3,173 sq. ft.
4 BR/3BA/2 half baths plus office plus master sitting room. Owner bought, remodeled, now job has taken them out of the country. Located on a quiet cul-de-sac in gated community in Trinity Prep area. Kitchen features 42"…
$759,000
1310 Sunset Drive
3 bed / 4 bath Single Family Home
MLS #O5475347
2,233 sq. ft.
Winter Park, FL 32789
Elegant Spanish style home with high-end finishes, Oak wood floors, 12' ceilings, chef's kitchen with gas stove top, granite counters, stainless steel appliances & wine cooler. French doors lead to private, secluded,…
Tucks Knoll
$564,000
3870 Tucks Point
4 bed / 4 bath Single Family Home
MLS #O5485715
3,323 sq. ft.
Winter Park, FL 32792
Serenity at Tucks Knoll in Winter Park! Nestled on more than four wooded acres of an exclusive, private, small cul-de-sac community, this one-of-a-kind home hypnotizes you with its lush green panoramic view immediately…
College Place
$1,325,000
817 Antonette Avenue
4 bed / 3 bath Single Family Home
MLS #O5477962
3,971 sq. ft.
Winter Park, FL 32789
EXPECT TO BE INTRIGUED! Unique & Delightful 2 Story Island Colonial meshes Historic/Period details & custom trim work with modern amenities! The lovely foyer w 10' ceilings and painted hardwood floors invites you into…
Fairbanks Park
$599,000
1000 S Kentucky Avenue
4 bed / 3 bath Single Family Home
MLS #O5469693
2,861 sq. ft.
Winter Park, FL 32789
1925 Southwestern Mission Style Home combines the CHARM & GREAT STRUCTURE of the OLD with the spacious, comfortable upgrades of the NEW on a quaint brick street with LAKE views! *Serene front porch, skillfully restored…
Lake Howell Lane
$1,725,000
2584 Lake Howell Lane
5 bed / 6 bath Single Family Home
MLS #O5485305
4,218 sq. ft.
Winter Park, FL 32792
This is a beautiful Florida plantation style, 5 bedroom, 3.5 bath expansive waterfront home. Situated on Lake Howell with over 100' of waterfront beauty. Your entrance is a long private driveway, ending in incredible…
Sylvan Lake Shores
$1,100,000
1481 Mizell Avenue
3 bed / 3 bath Single Family Home
MLS #O5485560
3,285 sq. ft.
Winter Park, FL 32789
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 is situated directly across from the north side…
Residences Condo
$1,995,000
300 S Interlachen Avenue #504
4 bed / 4 bath Condo
MLS #O5485971
4,090 sq. ft.
Winter Park, FL 32789
Sophisticated living at The Residences in Winter Park. This incredible 5th floor unit has stunning views of Lake Virginia, Rollins College and downtown Winter Park. With over 4000 square feet, this four bedroom unit…
Windsong-Knowles Place
$1,200,000
1803 Laurelton Hall Lane
4 bed / 5 bath Single Family Home
MLS #O5478092
3,868 sq. ft.
Winter Park, FL 32789
4 Bedroom plus an Office room and theater room. GORGEOUS two-story luxurious Mediterranean home on an over-sized corner lot in the Windsong Community of Winter Park. This is a must-see home with many custom features…
Cherokee Park
$425,000
1119 S Pennsylvania Avenue
4 bed / 3 bath Town Home
MLS #O5486022
2,321 sq. ft.
Winter Park, FL 32789
WALK TO PARK AVENUE AND ROLLINS COLLEGE! This 4 Bedroom/3 Bath FEE SIMPLE TOWNHOME will surprise you! Spacious home offering TWO MASTER SUITES, one Bedroom & Full Bath downstairs PLUS 3rd floor loft Bedroom. Great Room…
Dubsdread Heights
$549,000
751 Overspin Drive
3 bed / 3 bath Single Family Home
MLS #O5485832
2,756 sq. ft.
Winter Park, FL 32789
Understated beauty and attention to detail are the hallmark of this pristine Mediterranean. Built in 2005 for casual living and entertaining, no detail was overlooked. Playful tiles embedded into the exterior walkway,…
Capens Rep
$799,900
851 W Canton Avenue
3 bed / 2 bath Single Family Home
MLS #O5486115
2,006 sq. ft.
Winter Park, FL 32789
Very rare opportunity for a large piece of land in a rapidly developing area in Winter Park, with the ability to walk to all the locations pictured and more!! This property on photo is outlined in black and includes all…
$925,000
331 E Kings Way
4 bed / 4 bath Single Family Home
MLS #O5477502
2,981 sq. ft.
Winter Park, FL 32789
Victorian California style Pool home. The home was built by David Weekly homes in 2015. This beautiful home sits, in a very desirable area of Winter Park. Surrounded by million dollar homes and beautiful lakes, Lake…
Cypress Reserve
$450,000
5325 Cypress Reserve Place
5 bed / 4 bath Single Family Home
MLS #O5464715
3,598 sq. ft.
Winter Park, FL 32792
Gorgeous pool home in gated CYPRESS RESERVE 5 bedrooms including bonus room 3.5 bathrooms 3,598 square feet. 3 car garage Beautiful Open Floor Plan Featuring Formal Living, Dining, Family Room w/Fireplace, Large Island…
Windsong Elizabeths Walk 43/81
$879,900
1417 Chapman Circle
4 bed / 5 bath Single Family Home
MLS #O5466933
2,939 sq. ft.
Winter Park, FL 32789
GORGEOUS two-story Mediterranean pool home in the Windsong community of Winter Park. This 4 bedroom, 4.5 bath home spares nothing in detail and high-end finishes. Custom millwork throughout the home includes stunning…
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