Winter Park, Florida MLS listings - Homes for Sale

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Homes For Sale » Florida » Orange county » Winter Park
Georgetown Estates
$169,900
573 Heritage Boulevard
3 bed / 2 bath Single Family Home
MLS #O5454567
1,528 sq. ft.
Welcome home to the tree lined streets of Eastbrook. Your new home features an open floor plan with a generous sized living room, a light airy kitchen with a breakfast bar and a cozy den that's just perfect to curl up…
Forrest Hills
$1,495,000
1741 Glencoe Road
4 bed / 5 bath Single Family Home
MLS #O5455055
4,703 sq. ft.
Winter Park, FL 32789
Located minutes from Park Avenue on a quiet, tree-lined, brick street in Olde Winter Park, you'll find this 4 BD, 4.5 BA Tuscan-inspired pool home. Built in 2007 with premium finishes including natural stone, walnut…
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…
Suburban Homes
$59,900
MLS #O5456464
0.17 acres
Winter Park, FL 32792
Cleared beautiful residential vacant lot zoned R-1A. Great school district. Zoned for Winter Park High school. No HOA. City water and sewer available.
Timberlane Shores
$1,495,000
670 E Lake Sue Avenue
5 bed / 5 bath Single Family Home
MLS #O5456495
5,284 sq. ft.
Winter Park, FL 32789
Stunning five bedroom, four and one-half bath pool home in Timberlane Shores! Immaculately designed, conceptual perfection this home has a sprawling interior that encompasses both luxurious living and functionality.…
Sicilian Shores
$2,195,000
1821 Pinetree Road
4 bed / 4 bath Single Family Home
MLS #O5457346
4,074 sq. ft.
Winter Park, FL 32789
New Price! Beautiful Lake Maitland property with a 145 ft of frontage on the Winter Park Chain of Lakes. Situated on a quiet street in the Via's this house sits on over 1/2 acre. This Lowell Lotspeich designed home has…
Windsong
$1,699,000
518 Genius Drive
5 bed / 6 bath Single Family Home
MLS #O5457476
4,736 sq. ft.
Winter Park, FL 32789
Just reduced come and see this gorgeous five bedroom, five and one-half bath pool home in Windsong. Desirable location puts you across the street from Lake Berry with partial lake views and the property backs up to a…
Killarney Circle
$700,000
500 Ololu Drive
2 bed / 3 bath Single Family Home
MLS #O5458658
2,033 sq. ft.
Winter Park, FL 32789
Welcome to your own private MEDITERRANEAN OASIS on LAKE KILLARNEY. This CUSTOM BUILT LAKEFRONT home comes complete with a PRIVATE DOCK, BOAT LIFT and gorgeous Florida SUNRISE VIEWS over the sparkling water from the…
$379,900
405 S Ranger Boulevard
3 bed / 3 bath Single Family Home
MLS #O5458760
1,960 sq. ft.
Winter Park, FL 32792
Certified appraisal just received showing home value is Over List Price!!! YOU DON'T WANT TO MISS THIS ONE! ***EVERYTHING BRAND NEW*** This home has been COMPLETELY updated and upgraded! This home boasts brand new 42…
Lake Ann Estates Unit 3
$575,000
202 Longbranch Court
4 bed / 4 bath Single Family Home
MLS #O5459199
2,855 sq. ft.
Winter Park, FL 32792
enjoy that relaxed, wide-open country living just 5 miles from park avenue! lake ann estates is a secluded, yet amazingly close in community of approximately 1 acre lots. this property offers a huge pie shaped lot on a…
$228,500
2728 Ambergate Road
3 bed / 2 bath Single Family Home
MLS #O5459217
1,319 sq. ft.
Winter Park, FL 32792
BACK ON MARKET AFTER THE SELLER COMPLETED RENOVATION WHICH INCLUDES A NEW ROOF, NEW FLOORING, UPDATED ELECTRICAL PANEL - BETTER THAN NEW!!!! RENT TO OWN THIS HOME FOR $1650. A MONTH BY QUALIFYING UNDER HOME PARTNERS OF…
Windsong Elizabeths Walk 43/81
$938,900
1404 Chapman Circle
4 bed / 5 bath Single Family Home
MLS #O5459470
3,138 sq. ft.
Winter Park, FL 32789
This 'Napa Style' home is a treasure inside and out! The home is built around a charming courtyard with a wood burning fireplace. It's the first surprise you see as you enter the front door. The design allows for a…
Stonehurst Estates
$625,000
1915 Stonehurst Road
4 bed / 3 bath Single Family Home
MLS #O5459571
2,489 sq. ft.
Winter Park, FL 32789
Are you looking for a large lot in Winter Park? This home sits on a magnificient lot that is 95 x 200. This lot features large oak which canopy the lot, Florida raffin palms and other varieties of Florida vegetation. …
Maitland Shores
$2,995,000
2064 Venetian Way
4 bed / 5 bath Single Family Home
MLS #O5459844
4,638 sq. ft.
Winter Park, FL 32789
Gorgeous four bedroom, four and one half bath pool home with 65’ on Lake Maitland. Beautiful hardwood floors, crown moldings, custom built-ins, and high ceilings compliment the home’s interior with lake views from…
Hills
$499,000
2417 Tioga Trail
5 bed / 3 bath Single Family Home
MLS #O5460411
2,343 sq. ft.
Winter Park, FL 32789
Don’t miss out on a great opportunity to own this COMPLETELY UPDATED 5 bedroom, 3 bath SPLIT-PLAN home with a pool. Highlighted Features include a family room with wood burning fireplace, OPEN kitchen overlooking the…
$2,154
940 W Canton Avenue #V388
2 bed / 2 bath Condo
MLS #O5460428
1,215 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…
Temple Terrace
$289,900
2661 Madeline Avenue
4 bed / 4 bath Single Family Home
MLS #O5460563
2,100 sq. ft.
Winter Park, FL 32789
Charming three bedroom, two bath pool home with a great master suite addition and nice upgrade touches. This home has already been connected to city sewer. Home offers separate living room, dining room and family room…
Villa Siena
$4,450
315 E New England Avenue #8
2 bed / 2 bath Condo
MLS #O5460658
1,735 sq. ft.
"Known as the Jewel of Winter Park, Villa Siena is located 2 blocks off Park Avenue and is directly across from the chic Alfond Inn. Amenities include assigned garage parking, individual storage units, luxurious…
$2,021
940 W Canton Avenue #R239
2 bed / 2 bath Condo
MLS #O5460671
1,078 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…
$1,291
940 W Canton Avenue #B322
1 bed / 1 bath Condo
MLS #O5460677
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…
Osceola Heights
$644,000
1805 Walker Avenue
3 bed / 3 bath Single Family Home
MLS #O5461020
2,202 sq. ft.
Winter Park, FL 32789
* PRICED BELOW APPRAISED VALUE! * Lock-in Low Rates! * Highly coveted Winter Park, minutes from Park Avenue and Baldwin Park. Custom built in 2013, featuring high-end finishes throughout including beautiful hardwood…
Parkview Village
$70,000
3032 Antique Oaks Circle #146
1 bed / 1 bath Condo
MLS #O5461128
749 sq. ft.
Winter Park, FL 32792
Enjoy An Exclusive Winter Park Address Near Full Sail, UCF! New AC, Electrical Updates and Tile Throughout!
Cortland Park
$725,000
211 Cortland Avenue
4 bed / 3 bath Single Family Home
MLS #O5461240
2,872 sq. ft.
Winter Park, FL 32789
Located in one of the most desirable areas in the City of Winter Park, this home has so much to offer someone looking for that brick street location on an over-sized home-site (.37 acre). You can take a walk down by the…
Golfside
$345,000
1038 Fairway Drive
4 bed / 2 bath Single Family Home
MLS #O5461390
2,294 sq. ft.
Winter Park, FL 32792
PURCHASE FOR $345K AND THE SELLER WILL CONTRIBUTE $5,000 TOWARD YOUR CLOSING COSTS, OR PURCHASE FOR $340K... YOU GET TO CHOOSE! One of the BEST PRICED properties in Golfside/Winter Park Pines! It’s true, you can own a…
Virginia Heights
$3,375,000
1600 Highland Road
5 bed / 7 bath Single Family Home
MLS #O5461972
6,345 sq. ft.
Winter Park, FL 32789
This rustic modern Parade of Homes winner was custom built with extreme care and thought for the most discerning buyer. No detail has been overlooked, creating spaces that are excellent for both entertaining and living.…
Ellno Willo
$2,500,000
247 Virginia Drive
5 bed / 4 bath Single Family Home
MLS #O5462260
4,450 sq. ft.
Winter Park, FL 32789
Breathtakingly picturesque, this 1925 Lake Virginia home abounds with historic charm as well as modern day amenities. Built in the Spanish style and known as the W.B. Joiner House, it retains many of its original…
Swoope Park
$399,900
428 W Swoope Avenue
4 bed / 4 bath Town Home
MLS #O5462330
2,604 sq. ft.
Winter Park, FL 32789
Model unit. This beautiful new modern townhome will exceed your expectations. Inside, enjoy the bright spacious rooms with light porcelain tile floors on the first level, wood stairs and wood second floor, luxury custom…
Sylvan Lake Shores
$949,000
1394 Grove Terrace
4 bed / 4 bath Single Family Home
MLS #O5462353
2,959 sq. ft.
Winter Park, FL 32789
Sylvan Lake Shores Mediterranean Stunner! All new exterior painting just completed! Located on a quiet brick street in one of Winter Parks most coveted neighborhoods, 4BR \ 3BA pool home is a must see! Office could…
$279,900
1943 Strathaven Road
4 bed / 2 bath Single Family Home
MLS #O5462636
1,567 sq. ft.
Winter Park, FL 32792
Contract accepted and will be made pending 1-3-17, NEW PLUMBING JUST INSTALLED! NEW ROOF completed fall 2016. Air conditioning 2013. Please contact agent for warranties and further details and updates. Great Value!…
Conwill Estates
$1,250,000
1711 Spruce Avenue
4 bed / 5 bath Single Family Home
MLS #O5462686
3,570 sq. ft.
Winter Park, FL 32789
This exquisite Winter Park home was custom built by Brannon Construction. With more than 3,500 square feet of living space, this beautiful family home offers 4-bedrooms, 3-baths, and 2-half baths. The gourmet kitchen is…
Lakeside Manor Apts Condo
$118,000
2500 Lee Road #132
1 bed / 1 bath Condo
MLS #O5462799
645 sq. ft.
Winter Park, FL 32789
This condo has been completely updated. The custom kitchen opens up to both the living and dining area. Living room and bedroom have wood floors. The dining area is concrete acid-wash flooring, giving a modern look. …
Huntington Court
$270,000
803 Huntington Court
2 bed / 3 bath Town Home
MLS #O5462837
1,279 sq. ft.
Winter Park, FL 32789
** NO HOMEOWNERS ASSOCIATION** 2 Bedroom 2.5 Bath home with 1,279 Sq Ft. just minutes from Rollins College and Park Avenue!! Townhome features stainless steel appliances. Two large bedrooms with individual balcony's,…
Temple Estates
$474,900
1525 Palmer Avenue
4 bed / 3 bath Single Family Home
MLS #O5462854
2,283 sq. ft.
Winter Park, FL 32789
Welcome to olde Winter Park, this Key West inspired home features 4 full bedrooms and 3 full bathrooms. Two of the bedrooms are spacious master suites. The large open floor plan is perfect for entertaining or family…
Regina Court
$1,275
2650 Sunny Bright Court
3 bed / 2 bath Multi-Family
MLS #O5463112
2,722 sq. ft.
Winter Park, FL 32792
Conveniently located 3/2 1/2 duplex close to shopping and restaurants
$329,000
810 W Canton Avenue
3 bed / 3 bath Single Family Home
MLS #O5463292
1,316 sq. ft.
Price Reduction! Location, location, location! Beautifully renovated from Top to Bottom! The kitchen is a chef's delight, featuring solid wood cabinets, granite counters, Energy Star appliances, double ovens, glass cook…
Temple Estates
$749,900
1685 Palmer Avenue
3 bed / 3 bath Single Family Home
MLS #O5463312
2,504 sq. ft.
Winter Park, FL 32789
Location! Location! Location! Elegant Two-Story Mediterranean Rex-Tibbs home boasts curb appeal with this incredibly landscaped corner lot. Offering an Open Floor Plan; 3 Bedrooms, 2.5 baths with Hardwood floors, 12…
Sanctuary At Lake Ann
$638,000
210 Laurel Park Court #32792
4 bed / 3 bath Single Family Home
MLS #O5463417
2,838 sq. ft.
Winter Park, FL 32792
Rare Gem in Winter Park......... Great lake view, family home in a private gated community. This lovingly maintained Arthur Rutenberg custom home was built in 2006 & has 4BR, 3BA, w/ den/office, custom pool & heated…
Osceola Summit
$1,490,000
425 Alberta Drive
3 bed / 2 bath Single Family Home
MLS #O5463857
2,310 sq. ft.
Winter Park, FL 32789
Welcome to the “Lakeside Cottage”. This Historic named lakefront home was designed by James Gamble Rogers, built in 1938 along the shores of Lake Osceola. This lovely home has cypress shingles on the exterior and…
Residences Condo
$1,549,000
300 S Interlachen Avenue #304
4 bed / 4 bath Condo
MLS #O5463895
4,090 sq. ft.
Winter Park, FL 32789
The "Residences" offer resort style amenities such as 24 hour concierge and security, sky terrace pool and an upscale location in the heart of Winter Park next to The Alfond Inn. This unit is fully loaded with high end…
Lakeview Terrace
$341,750
1811 Bryan Avenue
3 bed / 1 bath Single Family Home
MLS #O5464079
1,241 sq. ft.
Winter Park, FL 32789
Looking for that great Winter Park address to build your dream home? Well look no further for this perfect location. You have it all right at your fingertips that includes Lakemont Elementary, Winter Park Memorial…
$295,000
102 S Ranger Boulevard
3 bed / 2 bath Single Family Home
MLS #O5464705
1,740 sq. ft.
Winter Park, FL 32792
Welcome to Winter Park Pines! This beautifully renovated home was reimagined as an open concept floor plan that maximizes space and style. The gourmet kitchen offers a double-oven, plenty of cabinet storage and a tiled…
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…
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…
Elizabeth Heights
$204,000
929 Mead Avenue
2 bed / 1 bath Single Family Home
MLS #O5465170
1,127 sq. ft.
Winter Park, FL 32789
OPPORTUNITY KNOCKS! FIRST TIME ON MARKET!! One owner, solid concrete block Winter Park home located on quiet street with easy access to downtown Winter Park, Orlando and Florida Hospital. HOUSE NEEDS UPDATING...Just…
Via Merano
$950,000
2550 Temple Drive
4 bed / 3 bath Single Family Home
MLS #O5465207
3,227 sq. ft.
Winter Park, FL 32789
Rare single story, New Construction in Winter Park. As you walk in through the 8' double entrance doors, you find yourself in this modern floorplan. Offering 10' ceilings, recessed lighting, and open living room. The…
$77,900
Fern Gully Cove
Vacant Land
MLS #O5465240
0.68 acres
Winter Park, FL 32792
Across Dodd Rd from Lakeside by Meritage Homes. ,68 acres zoned A-1. No HOA gives you lots of options for a quiet setting, close to everything yet tucked away.
Knowles Manor North Condo
$1,575
644 N Knowles Avenue #4
2 bed / 2 bath Condo
MLS #O5465350
988 sq. ft.
Winter Park, FL 32789
A great opportunity to live in downtown Winter Park with golf views. Stroll the shops, restaurants, museums, Central Park, and play a round of golf out your front door. Two bedrooms, two bath, first floor unit with…
Garden Grove
$229,000
5596 Garden Grove Circle
4 bed / 2 bath Single Family Home
MLS #O5465353
1,902 sq. ft.
Winter Park, FL 32792
You will fall in love with this beautiful 4 bedroom, 2 bathroom home. The spacious 1,902 sq. ft. gives you generous space, and also a larger than expected back yard. Living areas have ceramic tile flooring and bedrooms…
Tuscany Place
$975,000
1041 Tuscany Place
4 bed / 4 bath Single Family Home
MLS #O5465580
3,065 sq. ft.
Winter Park, FL 32789
Exquisite waterfront estate home on LakeTemple in Winter Park. Ever so often an enclosure ceases to solely be a dwelling but more of a "home". This one of a kind lakefront estate is nestled in the middle of a 1 acre…
Park Hill
$3,350,000
635 N Park Avenue
3 bed / 5 bath Town Home
MLS #O5465631
4,244 sq. ft.
Winter Park, FL 32789
Under Construction... Park Hill, an ultra-luxury 10 townhome project by Hill Gray Seven LLC (only 7 remaining), is a once-in-a-lifetime opportunity to own the most exclusive and luxurious townhome ever built in Winter…
$2,900
290 Detmar Drive
2 bed / 2 bath Single Family Home
MLS #O5465768
2,469 sq. ft.
Winter Park, FL 32789
Great 2 bedroom rental plus office with large living spaces, volume ceilings, plantation shutters, and just installed white French oak wide plank floors. Kitchen has stainless steel appliances, granite, light wood…
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