Winter Park, Florida MLS listings - Homes for Sale

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Homes For Sale » Florida » Orange county » Winter Park
Enclave At Aloma
$338,000
7989 Pleasant Pine Circle
4 bed / 2 bath Single Family Home
MLS #O5424349
1,843 sq. ft.
Better than new, this modern 4 bedroom/2 bath home was recently built in 2014 and is located in the sought-after gated community of Enclave at Aloma in Winter Park! This is a rare opportunity for an affordable, newer…
Seville Park
$1,525
812 Miles Avenue
2 bed / 2 bath Town Home
MLS #O5424575
1,292 sq. ft.
Winter Park, FL 32789
Location! Location! Location! Situated off of a quiet brick road in WINTER PARK, this charming property is ready for you to call it home! Extremely WELL MAINTAINED, this 2 Bedroom, 1.5 Bath townhome features real…
$55,000
280 Scottsdale Square #280
2 bed / 2 bath Condo
MLS #O5424542
1,085 sq. ft.
Winter Park, FL 32792
Investor Alert! Immediate income with tenant in place!! Winter Park Woods Condo, walking distance to Full Sail University! Two large bedrooms and one full bath upstairs. Larger bedroom has walk-in closet and private…
Killarney Estates
$769,000
430 Killarney Drive
2 bed / 1 bath Single Family Home
MLS #O5424645
1,444 sq. ft.
Winter Park, FL 32789
Great 15,000 s.f. lot on Lake Killarney to build your dream home. Current home on site is snug and tight, but value is in the land. Lakefront lot has approx. 5,000 s.f.. Dock is in good shape and partially covered.…
Lazy Oaks Condominium
$159,000
5164 Lazy Oaks Drive #5164
2 bed / 3 bath Condo
MLS #O5424663
1,236 sq. ft.
Winter Park, FL 32792
Welcome to the charming community of Lazy Oaks. Exterior free maintenance, quiet cul-de-sacs and mature oak trees help create a desirable neighborhood to call home. Completely renovated, this two bedroom, two and one…
Maitland Shores
$6,250
2104 Venetian Way
4 bed / 5 bath Single Family Home
MLS #O5425051
3,822 sq. ft.
Winter Park, FL 32789
Fabulous Craftsman style home on Lake Maitland with Old World character & charm. 1st place Parade of Homes winner for architectural woodwork & craftsmanship combined with bright-open floor plan taking advantage of…
Windward Square
$131,900
2354 Flamingo Way
3 bed / 2 bath Town Home
MLS #O5425098
1,284 sq. ft.
Winter Park, FL 32792
Renovated 3/2 townhome that is ready to have a buyer move-in today!! Are you looking for a townhome? This one is for you!! One story, 3 BR/2 BA with plenty of heated square feet. Very functional floorplan with…
Windsong Lookout Landing 43/79
$1,985,000
1227 Preserve Point Drive
4 bed / 6 bath Single Family Home
MLS #O5424803
5,324 sq. ft.
Winter Park, FL 32789
NEW CONSTRUCTION in Windsong perfectly situated on Preserve Point Drive, one of the most desirable streets within the exclusive Winter Park community. Traditional inspired design on the exterior with a bright and…
Osceola Heights
$470,000
1831 Walker Avenue
3 bed / 3 bath Single Family Home
MLS #O5421664
1,820 sq. ft.
Winter Park, FL 32789
If your home is your castle, then you've found your new home! Newer construction in prime Winter Park location. PRICED AT APPRAISED VALUE AS OF 2/25/2016. From the quiet pavered courtyard enter through the dramatic…
Valencia Terrace
$1,000,000
1100 N New York Avenue
3 bed / 3 bath Single Family Home
MLS #O5424642
2,200 sq. ft.
Winter Park, FL 32789
Fantastic Winter Park location! Situated on the third green of the Winter Park Golf Course and just steps from Park Avenue shopping and fine dining. Quality built two story, three bedroom, three full bath showplace. …
Woodcrest
$209,900
5359 Lanyard Court
3 bed / 2 bath Single Family Home
MLS #O5424653
1,572 sq. ft.
Winter Park, FL 32792
You will love this remodeled 3 bedroom, 2 bathroom, 2 car side entry garage pool home in Winter Park. Open concept Living Room, Dining Room, Family Room. New kitchen with granite counters and stainless steel…
Greenview At Winter Pines
$389,000
1672 Cypress Point Lane
3 bed / 2 bath Single Family Home
MLS #O5424705
1,842 sq. ft.
Winter Park, FL 32792
RELAX AND ENJOY PANORAMIC VIEWS OF WINTER PINES GOLF COURSE FROM YOUR GORGEOUS VERANDAH!!! Tasteful and understated, this three bedroom two bath home is immaculate and move in ready! Prime cul-de-sac lot. Gleaming…
$350,000
2013 Natalen Road
3 bed / 2 bath Single Family Home
MLS #O5424539
1,928 sq. ft.
Winter Park, FL 32792
GORGEOUS UPDATED 3 Bedroom, 2 Bath Pool home w/ Bonus Room & 2-Car Garage, zoned for TOP-RATED Winter Park Schools & DEEDED ACCESS TO LAKE BERRY! Practically everything has been updated & ALL APPLIANCES ARE…
Temple Terrace Annex
$169,000
1928 Carrigan Avenue
3 bed / 1 bath Single Family Home
MLS #O5424849
884 sq. ft.
Winter Park, FL 32792
Investor and first time home buyer ALERT! Super cute mid century charmer, 3 bed / 1 bath, ready for your personal touches! Split plan with cute kitchen with eat in space, updated bathroom, and indoor utility with…
Conwill Estates
$1,600
1702 Arbor Park Drive
3 bed / 2 bath Single Family Home
MLS #O5424959
1,435 sq. ft.
Winter Park, FL 32789
3/1.5 with terrazzo and tile floors. One car carport, wood burning fireplace, fenced yard and washer/dryer included. Pets OK with $300 pet fee.
Via Lago/Hanging Moss Ph 9
$1,695
2580 Passamonte Drive #10
3 bed / 3 bath Town Home
MLS #O5424964
1,765 sq. ft.
Winter Park, FL 32792
3/2.5, 1 Car Garage, 2 Story Town Home End Unit with Water View, Living Room, Family Room, Dining Room with Breakfast Bar, Completely Remodeled Kitchen with Island and Brand New Appliances Included: Stove, Refrigerator,…
Sherbrooke Unit 01
$350,000
2404 Sherbrooke Road
4 bed / 2 bath Single Family Home
MLS #O5425379
2,371 sq. ft.
Winter Park, FL 32792
Excellent floor plan that has been nicely updated in established Winter Park neighborhood! This split 4-bedroom plan centers around a lovely kitchen and family room, large enough to host many friends and family! Solid…
$419,900
1531 Cavendish Road
3 bed / 2 bath Single Family Home
MLS #O5425450
1,714 sq. ft.
THIS FABULOUS THREE BEDROOM/TWO BATH POOL HOME IS SITUATED ON A LARGE PRIVATE LOT IN THE SOUGHT AFTER NEIGHBORHOOD OF ORWIN MANOR. AS YOU ENTER THIS CHARMING HOME YOU WILL NOTICE THE QUALITY THROUGHOUT. OPEN FLOOR PLAN…
Whisperwood Condo 03
$68,000
7330 Swallow Run #330
2 bed / 2 bath Condo
MLS #S4827921
775 sq. ft.
Winter Park, FL 32792
Just reduced!! Motivated sellers. Property has been completely renovated from the studs on up. New kitchen with granite counters tops, new bathrooms, new flooring, freshly painted. Truly a must see.
The Stratford A Winter Park Condo
$59,900
128 Lewfield Circle #128
1 bed / 1 bath Condo
MLS #O5425442
678 sq. ft.
Winter Park, FL 32792
location location location!! winter park condo close to shopping and centrally located to ucf, full sail, rollins college and downtown winter park.. also minutes away from the 417. this one bedroom unit features an…
Tanglewood Sec 3 Rep
$162,000
5224 Lake Howell Road
3 bed / 2 bath Single Family Home
MLS #O5424978
1,449 sq. ft.
Winter Park, FL 32792
*****investor alert****** fantastic oppertunity for cash buyers only. golf course view, driving distance for shopping, dining and much more!!! desired area where homes are selling for much higher prices.
Forest Hills
$1,595,000
1860 W Fawsett Road
4 bed / 4 bath Single Family Home
MLS #O5424938
4,011 sq. ft.
Winter Park, FL 32789
this stunning home on lake sue features amazing dock with boat house and relaxing sunsets, elevated scenic lake views,with expansive terrace overlooking lake sue this residence also has a resort type pool. this home…
Dubsdread Heights
$199,900
750 Overspin Drive
3 bed / 1 bath Single Family Home
MLS #O5424994
1,702 sq. ft.
Winter Park, FL 32789
Great opportunity to own an updated home on a large corner lot in a desirable location. This home is located in Winter Park near College Park and the Dubsdread Golf Course! Completely updated with gorgeous wood floors…
Windsong Elizabeths Walk 43/81
$940,000
1346 Chapman Circle
5 bed / 5 bath Single Family Home
MLS #O5424921
3,349 sq. ft.
Winter Park, FL 32789
Spectacular Parade of Homes Winner in Winter Park's most exclusive neighborhood, Windsong. This entire custom home wraps around a stunning pool featuring a summer kitchen, pool side fireplace, stone water fall, and much…
$185,000

3 bed / 3 bath Single Family Home
MLS #O5428534
1,397 sq. ft.
Winter Park, FL 32792
If you would like to live in Winter Park then you should see this beautiful house. Conveniently located just minutes to shopping, dining and good schools. Master suite with a walk-in closet and a half bathroom are…
Valencia Terrace
$2,265,000
1101 N Park Avenue
4 bed / 5 bath Single Family Home
MLS #O5424059
4,826 sq. ft.
Winter Park, FL 32789
Pre-Construction. To be built. Wonderful opportunity to customize details on this stunning Modern Mediterranean only footsteps from Park Avenue shops & restaurants… 6553 SF estate thoughtfully designed for…
Sevilla
$1,499,990
1655 Barcelona Way
5 bed / 5 bath Single Family Home
MLS #O5424693
5,429 sq. ft.
Winter Park, FL 32789
Fully reconstructed two-story traditional 5 bedroom, 4 1/2 bath brick residence set on a half acre bordering Howell's Creek and Mead Gardens. Sevilla is walking distance to Park Avenue. This exquisitely detailed home…
Enclave At Aloma
$344,000
8008 Pleasant Pine Circle
4 bed / 2 bath Single Family Home
MLS #O5424974
1,843 sq. ft.
Winter Park, FL 32792
Almost like new, this model 4 bedroom/2 bath home was recently built in 2014 Located in gated community of Enclave at Aloma in Winter Park! Enjoy close location to Downtown Winter Park, 417, shopping & dining. This …
Shores Lake Killarney Sec 02
$984,900
271 Rippling Lane
5 bed / 4 bath Single Family Home
MLS #O5425166
3,710 sq. ft.
Winter Park, FL 32789
Lakefront living at its finest! Enjoy gorgeous sunsets on Lake Killarney in this fabulous waterfront retreat. This 5 bedroom 3 1/2 bath two story home is situated on over a half acre, with master bedroom downstairs.…
Park Grove
$785,000
772 Granville Drive
4 bed / 5 bath Single Family Home
MLS #O5425193
3,274 sq. ft.
Winter Park, FL 32789
Beautiful traditional Winter Park pool home situated in highly desirable Park Grove. This home features spacious kitchen with updated gas cook-top, granite counters, hardwood cabinetry and refinished wood flooring.…
Park West Condo
$449,000
350 Carolina Avenue #301
2 bed / 2 bath Condo
MLS #O5425359
1,544 sq. ft.
Winter Park, FL 32789
Great corner unit in gated Park West Condo Community. Tall ceilings, open view, granite counters in kitchen and wood floors. Community has pool and tennis. Located on the corner of New York Ave. and Morse Blvd., easy…
Dubsdread Heights
$171,000
611 Baffie Avenue
3 bed / 2 bath Single Family Home
MLS #O5425459
1,475 sq. ft.
Winter Park, FL 32789
Welcome to this cute 3/2 is a Fantastic area, with great food, shops and schools! And only minuets from the highly regarded Dubsdread Golf Course and Clubhouse! This property has been tastefully updated with solid…
Lugano Terrace
$1,374,900
1880 Via Contessa
4 bed / 4 bath Single Family Home
MLS #O5425461
4,343 sq. ft.
Winter Park, FL 32789
THIS SOUTHERN LIVING STYLE POOL HOME BUILT BY POSADA CUSTOM HOMES IS LOADED W/ CHARM. SITUATED ON A QUIET STREET IN THE HEART OF THE PRESTIGIOUS VIAS, THIS HOME HAS THREE FIREPLACES, BEAUTIFUL HARD WOOD FLOORS, FOUR…
$5,725,000
970 Via Lugano
6 bed / 9 bath Single Family Home
MLS #O5425581
10,190 sq. ft.
Winter Park, FL 32789
Premier lakefront estate in the heart of the Vias on Lake Maitland and built by Charles Clayton Construction... This Winter Park Chain of Lakes estate takes advantage of the elevated topography. Inspired by the…
Cortland Park
$381,900
152 Brewer Avenue
3 bed / 3 bath Single Family Home
MLS #S4827960
3,514 sq. ft.
2 story home offering 3 bedrooms, 2.5 bathrooms, a basement, living room with fireplace and more! Large florida room with lots of windows for natural light to filter in. Large deck at rear of home overlooks the backyard…
Aloma
$289,900
2225 Loch Lomond Drive
4 bed / 3 bath Single Family Home
MLS #O5425711
1,579 sq. ft.
Winter Park, FL 32792
*MOTIVATED SELLER* Enjoy this beautiful home steps away from the park and playground. NO HOA, no restrictions and plenty of space. No changes necessary, this home is TURN KEY. Buyer must double check room…
Killarney Estates
$769,000
MLS #O5425925
0.5 acres
Winter Park, FL 32789
A chance to build your dream home on a quiet big lake, 234 acre Lk. Killarney. Home is in good shape but value is in the land. 15,000 sf lot is the site to be used for WP building codes. 5,000 s.f. lake lot is across…
Campo Bello
$895,000
1815 Edwin Boulevard
4 bed / 5 bath Single Family Home
MLS #O5425717
3,200 sq. ft.
Winter Park, FL 32789
BRAND NEW "Craftsman Style" construction! Light and bright throughout with luxurious finishes and amenities. Beautiful kitchen features, stainless steel appliances including a dual fuel gas/electric…
$335,000
872 W Lyman Avenue
3 bed / 2 bath Single Family Home
MLS #O5425771
1,320 sq. ft.
Winter Park, FL 32789
A GEM IN THE HEART OF WINTER PARK FOR A GREAT PRICE!! This immaculate 3 bedroom 2 bathroom home is completely move in ready! Overflowing with NEW upgrades both inside and out, this concrete constructed charming bungalow…
Sylvan Heights
$670,000
1751 Goodrich Avenue
4 bed / 4 bath Single Family Home
MLS #O5425777
2,200 sq. ft.
Winter Park, FL 32789
BRAND NEW Modern Dream Home! Light and bright throughout with luxurious finishes and amenities. Spacious kitchen with every amenity, features large island with exotic quartz countertops, and gorgeous…
$1,795,000
210 E Canton Avenue
3 bed / 3 bath Town Home
MLS #O5425778
4,100 sq. ft.
Winter Park, FL 32789
Walk to Park Avenue. This prime luxury townhouse has amazing features with stylish retro touches in the most desirable location of Winter Park. Private elevator within the residence, private terraces, balconies and a…
Georgetown Estates
$169,000
3214 Lowndes Drive
3 bed / 2 bath Single Family Home
MLS #O5425875
1,200 sq. ft.
Winter Park, FL 32792
A rated Schools in great family neighborhood! 3/2 single family home in Georgetown Estates. Garage has been converted to game room with ceiling fan and wall A/C unit not included in the heated square foot. Can be easily…
Windsong North Shore 43/74
$995,000
567 Genius Drive
5 bed / 4 bath Single Family Home
MLS #O5425905
3,672 sq. ft.
Winter Park, FL 32789
Beautiful 5 bedroom 3.5 bath Mediterranean Windsong home. First floor master bedroom overlooking beautiful pool are with summer kitchen. Hardwood floors, crown molding, travertine and custom gourmet kitchen opens to…
Penn North
$1,325,000
1008 N Pennsylvania Avenue
4 bed / 5 bath Single Family Home
MLS #O5426166
3,410 sq. ft.
Winter Park, FL 32789
one of four fabulous single family detached homes to be built as a part of a planned development being built in downtown winter park adjacent to the golf course and a short walk to park avenue. this, 3,410 sf…
Winter Park Pines Merrie Oaks
$279,000
2702 Merrie Oaks Road
3 bed / 2 bath Single Family Home
MLS #O5425937
1,883 sq. ft.
Winter Park, FL 32792
Solid 3 bedroom 2 bath Winter Park Pines pool home on dead end street. Large bedrooms, roof 2005, A/C 2006, hot water heater 2008, pool 2006 resurfaced. Home has a large screened porch overlooking private backyard. …
Park West Condo
$2,000
200 Carolina Avenue #307
2 bed / 2 bath Condo
MLS #O5425989
1,151 sq. ft.
Winter Park, FL 32789
2 bedroom 2 bath condominium located in a gated community in downtown Winter Park and is walking distance to Park Ave. Welcome to your new home which features a wood burning fireplace, 2 balconies, crown molding, 42…
Douglas Grand Of Winter Park
$1,299,900
101 S New York Avenue #301
3 bed / 4 bath Condo
MLS #O5426014
3,176 sq. ft.
Winter Park, FL 32789
with the opulent finishes you would expect of a luxury residence in the heart of winter park, the douglas grand is one of the finest places to call home. elegant shops and boutiques that line park avenue, direct access…
Virginia Heights Rep
$365,000
531 Melrose Avenue
3 bed / 3 bath Town Home
MLS #O5426103
1,809 sq. ft.
Winter Park, FL 32789
Great Location...and Charming! You have your own yard...large deck.....beautiful trees....and can have PETS!...Spacious Family Room with a Fireplace...2nd Bedroom Downstairs...Master and 3rd Bedrooms upstairs...Walk-In…
Winter Park Village
$865,000
1324 Morton Road
4 bed / 5 bath Single Family Home
MLS #O5426181
3,180 sq. ft.
Winter Park, FL 32789
Introducing this spectacular two-story French-Contemporary inspired estate perfectly situated on a cul-de-sac in desirable Winter Park. With captivating curb appeal and allured landscaping, this French flared…
Aragon Condo
$1,150
851 Miles Avenue #270
2 bed / 1 bath Condo
MLS #O5426220
808 sq. ft.
Winter Park, FL 32789
Renovated 2 Bedroom/1 Bathroom 2nd Floor Unit Condo Available For Immediate Move In! Tiled Living Space, Carpeted Bedrooms, All Windows Have Been Upgraded With Efficient Glass and Wooden Shutters. Stainless Steel…
Carver Town
$295,000
678 Depugh Street
5 bed / 3 bath Single Family Home
MLS #O5426223
1,940 sq. ft.
Winter Park, FL 32789
Make your home in the new trending Winter Park West Side. This spacious five bedroom three bath offers a split plan with hardwood and tile floors throughout. Large kitchen with dining area is perfect for entertaining…
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