Winter Park, Florida MLS listings - Homes for Sale

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Homes For Sale » Florida » Orange county » Winter Park
Orwin Manor Westminster Sec
$449,900
1355 Devon Road
3 bed / 3 bath Single Family Home
MLS #O5358697
1,817 sq. ft.
Stunning renovation in Historic Orwin Manor in Winter Park! Minutes from Park Avenue in Winter Park, Florida Hospital, Ivanhoe Village, College Park and Winter Park's restaurant row on 17-92. Kitchen and baths have all…
Sharon Place
$985,000
1217 Sharon Place
5 bed / 5 bath Single Family Home
MLS #O5358901
4,161 sq. ft.
Winter Park, FL 32789
Charming Cape Cod Revival renovated home with 5 bdrms/3 full baths/2 half baths on an expansive lot in prime Via location. This property is ideally located on a secluded cul de sac with towering trees in a wonderful…
Virginia Heights
$1,575,000
1590 Glencoe Road
5 bed / 6 bath Single Family Home
MLS #O5359020
4,300 sq. ft.
Winter Park, FL 32789
2015 Rex-Tibbs new construction modern European style home walking distance to Park Ave and Rollins College... located on a beautiful elevated corner lot in olde Winter Park historic neighborhood… Bright-open…
J Kronenberger Sub
$625,000
1726 Alabama Drive
4 bed / 3 bath Single Family Home
MLS #O5359023
1,869 sq. ft.
Winter Park, FL 32789
This 1940 Bungalow is situated on one of the most beautiful and desirable tree lined streets in Winter Park. Lush landscaping leads you into this 4 bedroom 3 bath home. Two bedrooms feature their own on suite full…
$2,899,000
1000 Anchorage Court
6 bed / 6 bath Single Family Home
MLS #O5359279
6,378 sq. ft.
Winter Park, FL 32789
Cole Porter's "I Love Paris in the Springtime" resonates in this exquisite French Chateau in the heart of Winter Park. Impeccable care was given when the owners completely restored this estate. From the granite…
Orwin Manor Westminster Sec
$545,000
1400 Canterbury Road
4 bed / 3 bath Single Family Home
MLS #O5359297
2,627 sq. ft.
Winter Park, FL 32789
Looking for a charming Bungalow with all the bells and whistles of new construction? Welcome to Canterbury!! The original home was stripped down to a few exterior concrete block walls and transformed into a beautiful…
$1,000,000
2605-2611 Temple Trail
0 bed / 0 bath Town Home
MLS #O5359400
6,115 sq. ft.
Winter Park, FL 32789
This "Investment Opportunity" includes both units and adjacent lot. Each unit can be purchased separately for $449,000 per unit. Unit 2605 has 4 bedrooms, 3 baths & 3,138 SF. Unit 2607 has 4 bedrooms, 3 baths & 2,977…
$1,400,000
1870 Laurel Road
4 bed / 5 bath Single Family Home
MLS #O5359404
4,036 sq. ft.
Winter Park, FL 32789
Lund Dev Parade of Homes 2015 entry is truly special). This custom home is like no other and nestled in on a quiet tree lined brick street in Old Winter Park, with Lake Virginia a short walk at end of street. Large…
Parklando 03
$389,000
2607 Parkland Drive
3 bed / 2 bath Single Family Home
MLS #O5358967
1,175 sq. ft.
Winter Park, FL 32789
Charming 3 bedroom situated in sought after Winter Park school district. Quiet tree lined street adorned with natures best. Breezy front porch and freshly painted interior boasting light colors embraces peaceful…
$869,000
341 E Kings Way
4 bed / 4 bath Single Family Home
MLS #T2751341
3,084 sq. ft.
Winter Park, FL 32789
Hurry in for this BRAND NEW Contemporary Cottage style home from David Weekley. Come enjoy this spacious 2 story home in the heart of Winter Park. This beautifully designed and appointed home has plenty of space with…
Lawndale Annex
$750,000
874 Clay Street
Vacant Land
MLS #O5359498
0.34 acres
Winter Park, FL 32789
This is a 15,000 sq ft vacant land parcel zoned C - 3 commercial within the city limits of Winter Park, Fla. There are two additional parcels available that can take this property from 15,000 sq ft to 22,500 sq ft or up…
$13,000,000
1127 N Orlando Avenue
0 bed / 0 bath Town Home
MLS #O5359502
1,005 sq. ft.
Winter Park, FL 32789
PROJECT: Ravaudage is a to-be-developed, 75-acre, mixed-use, transit oriented development located partially in Maitland and partially in Winter Park, Florida. The Project will include 891,000 s.f. of Class A Office,…
Glencoe
$699,000
131 Killarney Drive
4 bed / 4 bath Single Family Home
MLS #O5135438
2,676 sq. ft.
Winter Park, FL 32789
Beautiful custom home with tremendous character. Watch the sunrise each morning over Lake Killarney with long lake views from most rooms in the home. This coastal style home with double porch offers 3 bedrooms up plus…
Garden Acres Rep
$389,900
917 Garden Drive
3 bed / 2 bath Single Family Home
MLS #O5359607
1,781 sq. ft.
Winter Park, FL 32789
STOP THE CAR! You will not be disappointed by this stylishly updated stunner with loads of charm. This 3 bed/2 bath Family Home has been lovingly updated with attention to detail. Offering a split bedroom floor plan,…
Winter Park Heights
$735,000
1690 Oneco Avenue
4 bed / 3 bath Single Family Home
MLS #O5359653
2,703 sq. ft.
Winter Park, FL 32789
Spanish Mission revival style home built by E2 Homes. Certified green construction in the heart of Olde Winter Park. Complete renovation in 2006 ensures an efficient, worry free home for years to come. Thoughtful energy…
Campo Bello
$699,000
1850 Edwin Boulevard
4 bed / 3 bath Single Family Home
MLS #O5359704
2,780 sq. ft.
Winter Park, FL 32789
Beautiful 4/2 1/2 open floor plan newer home on wonderful Winter Park Street. Downstairs Master bedroom, large open kitchen overlooking large dining and living room. Upstairs Loft and additional bedrooms. Wood…
Palmer Ave Lakeside Prop
$1,485,000
715 Via Bella
3 bed / 4 bath Single Family Home
MLS #O5360027
4,328 sq. ft.
Winter Park, FL 32789
Just completed - stunning re-model of this classic and private home in one of the most desirable locations in all of Winter Park. Hardwood floors, tongue and groove ceilings, gracious arched openings and detailed crown…
$6,950,000
802 Georgia Avenue
4 bed / 4.1 bath Single Family Home
MLS #O5113660
8,345 sq. ft.
ELEGANT LAKEFRONT ESTATE in the heart of downtown Winter Park! This magnificent showplace estate home is located on 3 lush acres with sweeping views of Lake Osceola and easy walking distance to Park Avenue. The main…
Enclave At Aloma
$382,000
8159 Lazy Bear Lane
4 bed / 3 bath Single Family Home
MLS #A4120048
2,564 sq. ft.
Winter Park, FL 32792
This home is practically brand new and has many upgrades that make this house priced to sale. The kitchen is an open concept with custom espresso cabinets, a modern back splash and a raised bar with a beaded board wrap…
Tantum
$725,000
360 Beloit Avenue
5 bed / 5 bath Single Family Home
MLS #O5360332
3,218 sq. ft.
Winter Park, FL 32789
unique contemporary in a sought after downtown winter park location. just a short walk to park ave shopping and restaurants and golf course. first time on the market. enter the foyer with two story floor to ceiling…
Sanctuary At Aloma
$449,900
5259 Pine Lily Circle
4 bed / 4 bath Single Family Home
MLS #O5359933
2,842 sq. ft.
Winter Park, FL 32792
Basically brand new home, The Inverness Model features Upgrades galore! Gated Sanctuary at Aloma in Winter Park. This home welcomes you with warm hardwood floors throughout. Formal Living and Dining Rooms separate. Top…
The Hills
$749,000
2615 Verona Trail
4 bed / 3 bath Single Family Home
MLS #O5360686
2,800 sq. ft.
Winter Park, FL 32789
Located on a quiet Cul-de-Sac, this unique completely renovated modern sanctuary offers both form & function. Designed by architect Alan Berman, no detail has been overlooked. This rare home offers four spacious beds,…
Dixie Terrace
$549,900
1360 Lyndale Boulevard
6 bed / 5 bath Single Family Home
MLS #O5360937
4,548 sq. ft.
Winter Park, FL 32789
MULTIPLE OFFERS REC'D. HIGHEST/BEST OFFERS DUE BY 4/28, 11 A.M. Lovely 2 story Winter Park home with detached guest house has been enhanced with many recent improvements. New updates to the home include neutral…
Virginia Heights Rep
$698,000
1264 Richmond Road
3 bed / 3 bath Single Family Home
MLS #O5360983
1,824 sq. ft.
Winter Park, FL 32789
Historic registered home in desirable Virginia Heights Neighborhood. Beautiful lush /mature landscaping covers the entire property from front to back. This home was featured in "Southern Living Magazine" in the August…
Valencia Terrace
$1,199,000
1295 N Park Avenue
4 bed / 3 bath Single Family Home
MLS #O5360923
2,610 sq. ft.
Winter Park, FL 32789
Rare opportunity to own a lot of this size on Park Avenue (.52 acre parcel). All the prestige of a Park Avenue address with the convenience of a driveway on New York. Walk to the shops of Park Avenue and the Winter…
Valencia Terrace
$1,199,000
1295 N Park Avenue
Vacant Land
MLS #O5360933
0.52 acres
Winter Park, FL 32789
Rare opportunity to own a lot of this size on Park Avenue (.52 acre parcel). All the prestige of a Park Avenue address with the convenience of a driveway on New York; the perfect place to build your "Monopoly" house! …
Palmer Park
$1,375,000
1054 McKean Circle
4 bed / 3 bath Single Family Home
MLS #O5361263
3,682 sq. ft.
Winter Park, FL 32789
"Key West" style CANAL home. A RARE find--a fantastic Winter Park location with easy Chain of Lakes access. This beautifully updated turn-key 4 bedroom, 3 bath, 3682 sf home offers laid back living on one level! A…
Woodcrest Unit 8
$1,800,000
MLS #O5361370
11.25 acres
Winter Park, FL 32792
3 parcels totaling 11+ acres in winter park - 470 feet of road frontage on howell branch road that will offer plenty of exposure in the desirable area. builders are selling out their communities in less than 6 months…
Timberlane Shores
$649,000
1881 Blue Ridge Road
3 bed / 3 bath Single Family Home
MLS #O5361277
2,173 sq. ft.
Winter Park, FL 32789
do you want an open floor plan designed for entertaining? home was totally redone 10 years ago- 10' ceiling heights. open floor plan. kitchen is open to family room, home lives bigger than listed square footage. living…
Conwill Estates
$799,000
1701 Spruce Avenue
4 bed / 5 bath Single Family Home
MLS #O5361305
2,967 sq. ft.
Winter Park, FL 32789
This 4 BR 3 FULL BATH & 2 HALF BATH WINTER PARK CUSTOM HOME with detached 2 car garage. Located on a highly desirable “tree street” in charming and beautiful Winter Park--and literally surrounded by…
Garden Acres Rep
$399,000
1005 Garden Drive
Vacant Land
MLS #O5361499
0.28 acres
Winter Park, FL 32789
This is the perfect opportunity to build a triplex located in Winter Park with easy access to the Park Avenue retail district in one direction and downtown Orlando business district a few minutes in the other direction.…
Garden Acres
$399,000
1005 Garden Drive
3 bed / 3 bath Multi-Family
MLS #O5361561
1,530 sq. ft.
Winter Park, FL 32789
This is the perfect opportunity to build a triplex located in Winter Park with easy access to the Park Avenue retail district in one direction and downtown Orlando business district a few minutes in the other direction.…
Pennsylvania Station
$525,000
766 S Pennsylvania Avenue #1
3 bed / 3 bath Town Home
MLS #O5361560
2,354 sq. ft.
Winter Park, FL 32789
Spacious and bright three bedroom, two and a half bath townhouse in walking distance to Winter Park shopping and dining on the Avenue. It is also a short walk to the community tennis courts and Rollins College. This…
Kings Cove
$385,000
2021 Dutchess Lane
5 bed / 4 bath Single Family Home
MLS #O5360814
3,046 sq. ft.
Winter Park, FL 32792
Renovated home with a pool on a spacious lot (over a 1/3 acre) in a quiet neighborhood...You'll love this home! Numerous upgrades include: High-end hardwood floors throughout the first floor living area and office.…
Orwin Manor Westminster Sec
$499,000
1340 Harmon Avenue
3 bed / 3 bath Single Family Home
MLS #O5361852
2,678 sq. ft.
Orwin Manor, midcentury home, transformed in 2007 with a spacious and open concept! 3 bedrooms, 2 ½ baths with an OFFICE provides everyone their space to work, play or rest. Beautiful wood floors welcome you as you…
Timberlane Shores
$685,000
1681 Winchester Drive
5 bed / 3 bath Single Family Home
MLS #O5361963
3,203 sq. ft.
Winter Park, FL 32789
Wonderful split level family home in desirable Timberlane Shores. Lovingly maintained custom built, one owner home situated on large corner lot. Main level features separate living and dining rooms, foyer with slate…
Morseland Gardens
$3,100,000
911 N Park Avenue
5 bed / 8 bath Single Family Home
MLS #O5361957
7,988 sq. ft.
Winter Park, FL 32789
Park Ave Mediterranean 3 story estate just steps to dining, shopping & golf. Privately gated with immaculate landscaping, fruit trees, koi pond, fountain and screen enclosed pool area with summer kitchen and auto…
Dubsdread Heights
$569,000
702 Driver Avenue
6 bed / 7 bath Single Family Home
MLS #S4814001
4,072 sq. ft.
Winter Park, FL 32789
This newly renovated historic home is on a double lot in the beautiful dubsdread hieghts community. Just steps from the the historic dubsdread golf course and merely minutes from the art district of winter park and…
Sicilian Shores Rep
$2,450,000
797 Pinetree Road
Vacant Land
MLS #O5362274
0.96 acres
Winter Park, FL 32789
Premier oversized lakefront lot in A+ prime location on Lake Mailtand - largest lake on the 6-lake chain... This lot orients well for a gated entrance and privacy to set home back away from the street... Enjoy…
Bear Gully Pointe
$675,000
2880 Old Castle Drive
5 bed / 5 bath Single Family Home
MLS #O5362174
3,956 sq. ft.
Winter Park, FL 32792
ABSOLUTELY STUNNING Executive POOL/SPA Home w/ separate IN-LAW QUARTERS on an Oversized CORNER LOT in Winter Park’s Prestigious & Gated Bear Gully Pointe! This home is Laden w/ IMPRESSIVE ARCHITECTURAL FEATURES &…
Tuscany Island
$699,000
4464 Tuscany Island Court
4 bed / 5 bath Single Family Home
MLS #O5362286
4,625 sq. ft.
Winter Park, FL 32792
*** Short Sale. *** You will feel relaxed as you drive into your private, gated, lakefront community to one of 5 distinct custom built homes. Centrally located in the heart of the Winter Park, Oviedo area. Front wrought…
$600,000
2525 Temple Drive
Vacant Land
MLS #O5362626
1.35 acres
Winter Park, FL 32789
Lot size now 1.35 acres. Seller financing an option - Rare opportunity to find 1.35 acres of Olde Florida charm with 100 ft of lake front on Lake Temple - IN Winter Park city limits. Towering oaks, spanish moss and…
$1,150,000
1530 Palmer Avenue
4 bed / 5 bath Single Family Home
MLS #O5362611
3,400 sq. ft.
Winter Park, FL 32789
This Spanish Revival inspired home is conveniently located in the heart of Winter Park, walking distance to YMCA, Phelps Park, and Kraft Gardens & minutes from Park Ave & Winter Park Village. Upon entering, the hand…
Virginia Heights
$979,000
1575 Glencoe Road
3 bed / 3 bath Single Family Home
MLS #O5362675
2,776 sq. ft.
Winter Park, FL 32789
Located in the highly desirable and historic Virginia Heights neighborhood, this newly renovated contemporary home by custom home builder, Parkland Homes, boasts all the elements of modern design set in a luscious,…
J Kronenberger Sub
$824,900
999 Mayfield Avenue
4 bed / 3 bath Single Family Home
MLS #O5362747
2,555 sq. ft.
Winter Park, FL 32789
Charming describes this fabulous 4 bedroom, 2.1 bath, 2,555 square foot pool home located on a quiet brick street in one of "Olde" Winter Park's most desirable neighborhoods while just a short distance away from the…
Virginia Heights
$1,795,000
1336 College Point
4 bed / 4 bath Single Family Home
MLS #O5363057
2,965 sq. ft.
Winter Park, FL 32789
1930’s Character Home on Lake Virginia. Absolutely charming, this significant small estate is picture perfect and has been beautifully updated with a stunning gourmet kitchen. Custom teak molding has been…
Sicilian Shores
$1,299,000
1731 Via Genoa
5 bed / 6 bath Single Family Home
MLS #O5363306
3,753 sq. ft.
Winter Park, FL 32789
Stunning 4 bedroom 4 1/2 bath home with a separate study/den that could be a 5th bedroom. This home is in a prime Via location on one of the most desirable streets in Winter Park. This gorgeous home has been updated…
Hamilton Place
$529,900
807 Hamilton Place Court
3 bed / 3 bath Single Family Home
MLS #O5320816
2,205 sq. ft.
Winter Park, FL 32789
When you walk in the door you are going to feel right at home! This Rex-Tibbs built home welcomes you with warm wood flooring, designer wall treatment in Dining Room, custom built in wine closet featuring Old Winter…
$1,099,000
141 Oakwood Way
5 bed / 4 bath Single Family Home
MLS #O5362918
3,901 sq. ft.
Winter Park, FL 32789
Combine a much desired Winter Park neighborhood and Benchmark Building Inc. and you'll find this beautifully constructed Mediterranean-Modern home. Built with attention to detail with the very best quality and…
$2,400,000
1099 N Park Avenue
5 bed / 7 bath Single Family Home
MLS #O5362558
5,706 sq. ft.
Winter Park, FL 32789
Located on one of Central Florida's most sought after streets---PARK AVE. Timeless classic elegance best describes this beautiful two story brick estate. Built with meticulous detail and classic finishes such as…
Villa View Park
$1,398,800
660 Pansy Avenue
5 bed / 5 bath Single Family Home
MLS #O5363481
4,350 sq. ft.
Winter Park, FL 32789
Wonderful new HNR Custom Homes build-to-suit within minutes of Park Ave. Modify construction and choose your own finishes. 5 bedroom, 5 bath, 4,350 sf French New Orleans style at $321/sf! Interiors intended to be…
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