Winter Park, Florida MLS listings - Homes for Sale

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The MLS is the most widely used source of properties for sale by Realtors® in the United States. The Multiple Listing Services combines all Realtor®-listed properties in one database within a specific geographic area. Some MLS databases overlap coverage areas. The MLS contains detailed information on the properties it lists, records of all recent closed sales and their sales prices as well as property tax information. The following MLS-Listed properties are located in Winter Park, Florida. »More info on the Multiple Listing Service

$5,800,000
4037 Meric Drive
Commercial Property
MLS #A10167001
34,200 sq. ft.
Excellent office and flexible investment property. Already produces 9% +/- Cap Rate based upon the asking price and adjusted for reassessed taxes and insurances. With under market rents and 7,200 SF of 34,200 SF total…
Phillips Circle
$299,900
311 E Morse Boulevard #66
1 bed / 1 bath Condo
MLS #A4153549
1,200 sq. ft.
Winter Park, FL 32789
Beautiful 1000+ sf Condo in historic Winter Park, Florida with view of Lake Osceola and very close to parks, Rollins College, library, wide variety of restaurants,coffee houses, shopping, boat-rides, churches, museums.…
Cloister Grove
$1,950,000
1270 Via Salerno
4 bed / 4 bath Single Family Home
MLS #G4814923
6,138 sq. ft.
Winter Park, FL 32789
This home is ready for you to decorate it for the holidays. Bring in the New Year in your new home. Located in the “Via’s” Winter Park neighborhood, this Lake Front home offers panoramic views of Lake Knowles…
Autumn Glen
$209,900
4031 Waterview Loop
3 bed / 3 bath Single Family Home
MLS #G4831677
1,768 sq. ft.
Winter Park, FL 32792
Price reduced !! Calling all handymen & remodelers ,3 bedroom 2.5 bath 2 story with master on the first floor, A- rated schools Fixer upper, needs 30K + - to make it shine, will need a roof soon so may not qualify for…
$155,000
1500 Gay Road #4
2 bed / 2 bath Condo
MLS #G4835155
1,026 sq. ft.
Winter Park, FL 32789
2 br. 2 ba. second floor condo, tile floors, carpet bedrooms. pool, laundry, boat ramp, ready to move-in. can be leased. rent $1400.00 per month
Wrenwood Condo
$79,900
4948 Tangerine Avenue #948
1 bed / 1 bath Condo
MLS #G4835381
747 sq. ft.
Winter Park, FL 32792
SHORT SALE. Very practical one bedroom condominium very near Aloma Ave. It offers a cozy covered and screened patio overlooking a court yard. Cool off in the nice swimming pool. It's for the exclusive use of tenants…
Cloister Grove Rep
$6,495,000
1511 Via Tuscany
7 bed / 10.1 bath Single Family Home
MLS #O5223305
10,455 sq. ft.
Winter Park, FL 32789
Magnificent Tuscan Mediterranean lakefront estate in premier setting on Lake Maitland - Chain of 6 Lakes... This home takes full advantage of panoramic elevated sunset views across Lake Maitland from most every room. …
$12.55
3586 Aloma Avenue #15
Commercial Property
MLS #O5332112
1,100 sq. ft.
Winter Park, FL 32792
2 private offices with lots of windows. End Unit. Excellent Parking with 250 parks. Frontage on Aloma ave. (426). Convenient access to 436,417 and University Blvd. Close to Full Sail University. Come join the other…
Villa Siena
$1,495,000
315 E New England Avenue #3
3 bed / 4 bath Condo
MLS #O5345837
3,839 sq. ft.
Winter Park, FL 32789
First Floor, End Unit, $389.00 sq. ft. MUST SEE!
Perle Du Lac
$900,000
662 Osceola Avenue #203
3 bed / 4 bath Condo
MLS #O5346272
2,290 sq. ft.
Winter Park, FL 32789
Exclusive lakefront condo located on the shores of Lake Virginia! This stunning residence offers pristine pool and lake views from two private patios and includes a deeded, on-site boat slip. From the secured, gated…
Orwin Manor Westminster Sec
$429,900
1575 Orange Avenue
3 bed / 3 bath Single Family Home
MLS #O5348417
2,044 sq. ft.
Winter Park, FL 32789
Great Orwin Manor home back on the market! This totally remodeled property is a low maintenance home that is close to the hospital and close to I-4. The home is also close to the Park Avenue shopping and dining. With…
Villa View Park
$1,425,000
660 Pansy Avenue
5 bed / 5 bath Single Family Home
MLS #O5363481
4,350 sq. ft.
Winter Park, FL 32789
New Construction! 5 bdrm, 5 bath, 1 half bath, 4350 sf French New Orleans style within a bike ride to Winter Park's renowned Park Ave shopping/dining district. Guest and masters suite downstairs. 11x16 walk in closet!…
Robert Dhu Macdonald Park
$2,800,000
1020 N Park Avenue
5 bed / 8 bath Single Family Home
MLS #O5380685
8,342 sq. ft.
Winter Park, FL 32789
Your opportunity to own a Masterpiece on the most prestigious street in Central Florida! This Classic Estate offers elegance, luxury and entertainment in the heart of desired Winter Park. With just a short walk…
Greenview At Winter Pines
$475,000
1437 Golfside Drive
4 bed / 4 bath Single Family Home
MLS #O5386997
3,291 sq. ft.
Winter Park, FL 32792
Short Sale. One of a kind custom house with golf course on three sides! This is a must see property with golf course views from nearly every room in the house. This one of a kind house was custom designed by architect…
Golfside Golf Course Sec 01
$367,000
2751 Summerfield Road
4 bed / 2 bath Single Family Home
MLS #O5389254
2,552 sq. ft.
Winter Park, FL 32792
SHORT SALE !! BANK APPROVED PRICE !!!! LOCATION!! LOCATION!! You do not want to miss this opportunity to call this beautiful place home in the sought after neighborhood of Winter Park Pines. This 4 Bedroom/2 Bath home…
Enclave At Aloma
$474,900
7993 Pleasant Pine Circle
5 bed / 4 bath Single Family Home
MLS #O5389255
3,514 sq. ft.
Winter Park, FL 32792
Why wait for new construction in Winter Park with this beautiful, like-new, 2014 built 5 bedroom, 4 Bath, 2 car garage with gameroom located on a premium lot within the gated community of Enclave at Aloma!! Enjoy close…
South Interlachen Place
$2,074,000
125 S Interlachen Avenue #5
2 bed / 5 bath Town Home
MLS #O5389629
3,244 sq. ft.
Winter Park, FL 32789
Under Construction. Only two residences remain! Your opportunity to own unprecedented luxury in the most exclusive area of Winter Park has arrived. South Interlachen Place is around the corner from world famous Park…
$460,000
1420 Gay Road
Commercial Property
MLS #O5396929
1,267 sq. ft.
Extremely Rare! A Free Standing Office Building located in highly traveled Winter Park, FL. 4 Offices and 2 Half Baths. Owner is willing to convert \ divide large front office space into two (Build to suite). Building…
$1,500
157 E New England Avenue #401
Commercial Property
MLS #O5397399
Winter Park, FL 32789
Penthouse! Heart of Winter Park office suite with parking. Fourth floor with exceptional views. Private out door accessible balcony overlooking New England Ave. Open space with ceiling to floor windows, north and south…
$1,471
940 W Canton Avenue #247
1 bed / 1 bath Condo
MLS #O5397926
758 sq. ft.
Winter Park, FL 32789
LUXURY LIFESTYLE LOCATION! Winter Park Village captures all of the best of the beautiful city around it. One, two and three bedrooms boast airy 9' ceilings, gleaming granite counter tops and wood-styling flooring. Step…
$1,806
940 W Canton Avenue #433
1 bed / 1 bath Condo
MLS #O5397928
865 sq. ft.
Winter Park, FL 32789
LUXURY LIFESTYLE LOCATION! Winter Park Village captures all of the best of the beautiful city around it. One, two and three bedrooms boast airy 9' ceilings, gleaming granite counter tops and wood-styling flooring. Step…
Windermere Woods
$4,250,000
1000 Genius Drive
5 bed / 7 bath Single Family Home
MLS #O5398017
8,157 sq. ft.
Winter Park, FL 32789
Welcome to 1000 Genius Drive……..a piece of Winter Park history! This Mediterranean lakefront estate on 1.89 acres was originally designed and constructed in 1925 by a group of Winter Park league of businessmen to be…
Adair Place
$3,500,000
2150 Via Tuscany
7 bed / 10 bath Single Family Home
MLS #O5398109
7,670 sq. ft.
Winter Park, FL 32789
Timeless perfection encompasses every room of this stunning Winter Park estate. Custom built by Charles Clayton, this seven bedroom, seven bath home exudes character and charm throughout and includes features so seldom…
Sevilla
$475,000
317 Valera Court
Vacant Land
MLS #O5398570
0.33 acres
Winter Park, FL 32789
This is a rare opportunity to buy a 14374 sq. ft. lot just 5 minutes from downtown Park Avenue to build the home of your dreams. Don't miss this opportunity to build in the Sevilla community with it's beautiful trees,…
Villa Siena
$1,850,000
315 E New England Avenue #2
3 bed / 4 bath Condo
MLS #O5404839
3,276 sq. ft.
Winter Park, FL 32789
A block from Winter Park's famed Park Ave., The Residences at Villa Siena combines the convenience of city living with the privilege of estate luxury, packaged in a classic architecture facade reminiscent of old…
Campo Bello
$625,000
1790 Edwin Boulevard
4 bed / 4 bath Single Family Home
MLS #O5405458
2,393 sq. ft.
Winter Park, FL 32789
N E W P R I C E!!! PRISTINE. SOPHISTICATED. TURN KEY! Beautiful new front double doors welcome you to this immaculate home complete with lovely finishes. Gleaming hardwood floors, high ceilings & crown molding…
$69,900

2 bed / 2 bath Condo
MLS #O5406083
1,049 sq. ft.
Winter Park, FL 32792
Full renovation completed in 2007. New plumbing, electric, kitchen, bathrooms and fixtures. Newer roof. A/C unit replaced in 2006. Unit features 2 master bedrooms. Community located minutes away from Winter Park,…
Howell Forest
$366,000
2918 Lolissa Lane
4 bed / 2 bath Single Family Home
MLS #O5407228
2,025 sq. ft.
Winter Park, FL 32789
SHORT SALE. Back on the market , short sale revised price. Located in Winter Park. This pool home updated kitchen with Corian counter tops, stainless steel appliances, wood floors, fireplace large open pool, fenced…
$215,900
436 N Wymore Road
Commercial Property
MLS #O5407540
1,521 sq. ft.
Winter Park, FL 32789
Tired of paying rent for your business space? Take advantage of this great location. This property is located just one block from the new and improved Lee Rd exit from Interstate 4. The sale of this property includes…
Lazy Oaks Condo
$179,000
5165 Lazy Oaks Drive #5165
2 bed / 3 bath Condo
MLS #O5408801
1,236 sq. ft.
Winter Park, FL 32792
Completely renovated, this two bedroom two and one half bath condo features an open living and dining plan filled with natural light. Character and charm flow throughout this home with a wood burning fireplace, custom…
Winter Park Pointe 02 Ph 05
$150,000
234 Balfour Drive #20
3 bed / 2 bath Condo
MLS #O5409561
1,287 sq. ft.
Winter Park, FL 32792
Great condo opportunity in Winter Park! This charming condo features 3 BRs and 2 BAs - as well as a private outdoor patio and 2 car attached garage. New laminate flooring in the kitchen, and new carpet in all 3…
$550,000

0 bed / 0 bath Single Family Home
MLS #O5409839
3,230 sq. ft.
Winter Park, FL 32792
An established, on-going six bed assisted living facility located in a quiet neighborhood in Seminole County. Stable patients, competent stable staffing and well executed and budgeted operation yields an immediate…
Lake Waunatta Woods Unit 02
$849,900
8041 Lake Waunatta Drive
4 bed / 5 bath Single Family Home
MLS #O5410691
5,329 sq. ft.
Winter Park, FL 32792
PRICED BELOW APPRAISED VALUE! Fabulous lakefront opportunity in Winter Park! This stunning custom-built pool home, which sits on private spring-fed Lake Waunatta, offers vaulted ceilings, wood floors & a spacious…
Landmark Winter Park Condo
$1,544,236
140 E Morse Boulevard #D
3 bed / 3 bath Condo
MLS #O5411468
2,450 sq. ft.
Winter Park, FL 32789
Don't miss the opportunity to own the last "shell" residence with buildout allowance in "The Landmark" - Winter Park's most esteemed condominium residence nestled among high profile streets and only steps from Park…
Sevilla
$985,000
304 Santiago Drive
5 bed / 5 bath Single Family Home
MLS #O5416567
4,213 sq. ft.
Just Reduced! Custom built, five bedroom, four and one-half bath pool home in Sevilla. Beautifully designed with every thought and consideration the home boasts a very desirable 3-way split floorplan with a downstairs…
$370,000
501 W Fairbanks Avenue
Commercial Property
MLS #O5417786
1,986 sq. ft.
Winter Park, FL 32789
Building in prime Winter Park location with tenant.
$289,995
880 N Lakemont Avenue
3 bed / 2 bath Single Family Home
MLS #O5418425
1,454 sq. ft.
Winter Park, FL 32792
The house has oak floors and a open floor plan...It needs some updating but does have a new roof... The lot size is 69 x 171 (11,718 sf) in Winter Park...Build your dream home here with A rated schools and new…
Lake Virginia Shores
$869,000
543 E Lake Sue Avenue
4 bed / 5 bath Single Family Home
MLS #O5418499
3,657 sq. ft.
Winter Park, FL 32789
Four bedroom, four and one-half bath pool home tucked away in Lake Virginia Shores. Full of character, this home features dark, wide-plank wood floors, crown molding, and high beadboard ceilings. Formal living and…
$269,000
311 E Morse Boulevard #67
1 bed / 1 bath Condo
MLS #O5422397
1,000 sq. ft.
Winter Park, FL 32789
$10,000 price reduction !! - owner is onto her next home and this one has to go !!! great opportunity in "whispering waters" - this 1 bed 1 bath 2nd floor condo has been upgraded with pgt vinyl framed, dual glazed,…
Landmark Winter Park Condo
$1,629,000
140 E Morse Boulevard #J
3 bed / 3 bath Condo
MLS #O5423251
2,143 sq. ft.
Winter Park, FL 32789
Welcome home to an exclusive residence detailing all the amenities of luxurious living. Located in the heart of charming downtown Winter Park, just steps off beautiful Park Avenue with its many fine bars, boutiques,…
Pennsylvania Station
$425,000
766 S Pennsylvania Avenue #1
3 bed / 3 bath Town Home
MLS #O5423299
2,354 sq. ft.
Winter Park, FL 32789
Great opportunity to own a spacious and bright 3 bedroom, 2.5 bath townhouse in Winter Park, walkable to Park Ave or Rollins College! Priced to sell! This townhouse is unique in that it has a two car garage, two…
Penn North
$1,375,000
1010 N Pennsylvania Avenue
4 bed / 5 bath Single Family Home
MLS #O5423348
3,763 sq. ft.
Winter Park, FL 32789
under construction with november 2016 completion. the first of four fabulous single family detached homes as a part of a planned development being built in downtown winter park adjacent to the golf course and a short…
$36,000
3029 Forsyth Road
Vacant Land
MLS #O5423656
1.5 acres
Winter Park, FL 32792
1.5 Acres Vacant Land FOR LEASE ONLY ANNUAL RENT $36,000 Busy Forsyth Road Frontage for Lease Ideal for towing, Landscaping or Business looking for outside storage Industrial Zoning Fenced and Gated
Lake Virginia Condo
$245,000
690 Osceola Avenue #302
2 bed / 2 bath Condo
MLS #O5424096
1,148 sq. ft.
Winter Park, FL 32789
Walk to Park Ave. from this renovated condo at Lake Virginia Condominium. Complex has also been recently renovated and is directly on Lake Virginia which is part of the Winter Park Chain of Lakes. Light & bright unit…
Killarney Estates
$699,000
430 Killarney Drive
2 bed / 1 bath Single Family Home
MLS #O5424645
1,444 sq. ft.
Winter Park, FL 32789
build your new lakefront estate on beautiful 234 acre lake killarney, a mile long, private, spring-fed lake. site is on the southeast shore just 3 blocks from hillstone's restaurant, and an area where there is much new…
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…
$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…
Windsong North Shore 43/74
$949,000
567 Genius Drive
5 bed / 4 bath Single Family Home
MLS #O5425905
3,672 sq. ft.
Winter Park, FL 32789
Windsong 5 bedroom 3.5 bath Mediterranean. First floor master bedroom overlooking beautiful pool are with summer kitchen. Hardwood floors, crown molding, travertine and custom gourmet kitchen opens to family room and…
Killarney Estates
$699,000
MLS #O5425925
0.5 acres
Winter Park, FL 32789
build your new lakefront estate on beautiful 234 acre lake killarney, a mile long, private, spring-fed lake. site is on the southeast shore just 3 blocks from hillstone's restaurant, and an area where there is much new…
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…
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
"pre construction to be built". 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…
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