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$4,200

Residential Lease For Rent

1381 Canterbury Rd, Winter Park, Florida 32789

3Bedroom(s)
2Bathroom(s)
30Picture(s)
1,819Sqft
Welcome to this beautifully updated Mediterranean-style home in the desirable Orwin Manor neighborhood of Winter Park. This charming 3-bedroom, 2-bath residence offers 1,819 sq ft of thoughtfully designed living space on a 0.24-acre lot, blending timeless character with modern upgrades.
$899

Residential Lease For Rent

1338 Peruvian Ln #2, Winter Park, Florida 32792

1Bathroom(s)
7Picture(s)
350Sqft
UTILITIES INCLUDED Ideal Winter Park location. This beautiful studio is in the Eastbrook community in Winter Park, a well-established neighborhood with large, mature trees lining the streets. The space is on the side of the main house with a private entry and street parking. The community offers a pool and local YMCA (gym membership not included).
$3,650,000

Residential For Sale

207 E Kings Way, Winter Park, Florida 32789

5Bedroom(s)
5Bathroom(s)
3Picture(s)
3,719Sqft
Under Construction. Step into a world where the timeless charm of Old Winter Park meets the pinnacle of modern luxury designed by Winter Park Design and masterfully crafted by renowned builder Vimaro Homes.
$2,575

Residential Lease For Rent

1878 Erudite Way, Winter Park, Florida 32792

3Bedroom(s)
3Bathroom(s)
DrivewayParking(s)
35Picture(s)
1,782Sqft
Beautiful Townhome in Grayson Square!! Be the first to live in this lovely 3/2.5 townhome. Bright airy corner unit has a large open living area with 24 inch tile and large windows that bring in light! Luxurious kitchen has upgraded cabinets, solid counters, stainless steel appliances, pantry and an island with breakfast bar.
$4,500

Residential Lease For Rent

2031 Temple Dr, Winter Park, Florida 32789

3Bedroom(s)
2Bathroom(s)
27Picture(s)
1,636Sqft
Discover Winter Park, a charming suburb that blends historic character with modern convenience, all just minutes from downtown Orlando. This spacious 3-bedroom, 2-bath home offers the perfect mix of comfort and lifestyle, featuring abundant natural light, a private pool, and a large, fenced backyard ideal for relaxation or entertaining.
$80,000

Residential For Sale

182 Scottsdale Sq #182, Winter Park, Florida 32792

1Bedroom(s)
1Bathroom(s)
1Picture(s)
756Sqft
Don't miss this exceptional opportunity to invest in a 1-bedroom, 1-bathroom condo in the heart of Winter Park. Centrally located near Baldwin Park, Full Sail University, the University of Central Florida (UCF), Downtown Winter Park, and Orlando International Airport, this property offers unmatched convenience.
$260,000

Residential For Sale

151 N Orlando Ave #101, Winter Park, Florida 32789

2Bedroom(s)
1Bathroom(s)
34Picture(s)
804Sqft
Welcome home to this beautiful 2-bedroom, 1-bath gem in the heart of Winter Park! Nestled on the ground floor of the Lake Killarney Condominiums, Unit 101 offers a seamless blend of comfort, style, and lakeside living. Bright & open layout that flows from the living space into a modern kitchen with a large center island — perfect for entertaining or casual family meals.
$1,999,000

Residential For Sale

1540 Palm Ave, Winter Park, Florida 32789

5Bedroom(s)
4Bathroom(s)
58Picture(s)
3,423Sqft
Welcome to this stunning SINGLE STORY five-bedroom home with high ceilings, in one of Winter Park’s most desirable neighborhoods, where charming restorations and luxury new builds create a vibrant community feel. Designed with both beauty and comfort in mind, this open-concept home offers bright, welcoming living spaces and thoughtful upgrades throughout.
$480,000

Residential For Sale

3319 Ellwood Ct, Winter Park, Florida 32792

5Bedroom(s)
3Bathroom(s)
47Picture(s)
1,546Sqft
The pool home you’ve been waiting for is here! Welcome to this beautifully renovated 5-bedroom, 3-bathroom home offering 1,546 SF of living space, abundant natural light in every room, a spacious screened porch, a private pool, and a Mother-in-law Suite with its own private entrance—perfect for guests, multi-generational living, or rental income.
$1,598,000

Residential For Sale

340 Alberta Dr, Winter Park, Florida 32789

4Bedroom(s)
4Bathroom(s)
70Picture(s)
3,226Sqft
Welcome to 340 Alberta Drive, a beautifully maintained 4-bedroom, 4-bath residence with a new roof installed in 2020. Situated on a spacious .30-acre lot in the heart of Winter Park, this home features an open and functional layout with all the bedrooms on the main floor and a versatile upstairs bonus room.
$399,900

Residential For Sale

5422 Albert Dr, Winter Park, Florida 32792

3Bedroom(s)
3Bathroom(s)
33Picture(s)
1,689Sqft
One or more photo(s) has been virtually staged. Welcome home to 5422 Albert Drive this beautifully remodeled 3-bedroom, 2-bathroom home is located in the heart of Winter Park. Situated on a generous 0.21-acre lot with no HOA, this home offers the perfect blend of modern upgrades and everyday comfort in a highly sought-after location.
$3,295,000

Residential For Sale

1821 Englewood Rd, Winter Park, Florida 32789

5Bedroom(s)
6Bathroom(s)
Garage Door OpenerParking(s)
36Picture(s)
3,863Sqft
This stunning new contemporary residence, a five-bedroom, five-and-a-half bath home by the renowned Rex-Tibbs Development, a custom builder for over 40 years, continues to set the standard for luxury living. Perfectly situated on a premium, quiet, charming brick street, the home blends clean architectural lines with timeless finishes and thoughtful design details.
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