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1761 LEGION DR, Winter Park, FL 32789
1/56 56

$3,544,999

Open Sat 11AM-1:30PM

Single Family Home

5 Beds 6 Baths 4,955 SqFt

1761 LEGION DR, Winter Park, FL 32789

One of the most coveted neighborhoods in all of Winter Park! This custom-built 5-bedroom, 5.5-bath residence was complet...

Listed by SCANLON REALTY GROUP LLC

2401 LAFAYETTE AVE, Winter Park, FL 32789
1/60 60

$1,470,000

Open Sat 12PM-4PM

Single Family Home

4 Beds 4 Baths 3,349 SqFt

2401 LAFAYETTE AVE, Winter Park, FL 32789

Experience the charm and elegance of Winter Park living in this beautifully designed 4-bedroom, 3.5-bath home offering 3...

Listed by DIVINE ESTATES REALTY LLC

2525 VENETIAN WAY, Winter Park, FL 32789
3D

$1,249,000

Open Sun 2PM-4PM

Single Family Home

3 Beds 3 Baths 1,993 SqFt

2525 VENETIAN WAY, Winter Park, FL 32789

Modern Midcentury Retreat with Luxe Upgrades & Private Community Lake Access <br>This meticulously renovated 3-bed, 2.5-...

Listed by KELLY PRICE & COMPANY LLC

622 PENN PL, Winter Park, FL 32789
1/26 26

$1,895,000

Open Sat 1PM-3PM

Single Family Home

3 Beds 4 Baths 2,767 SqFt

622 PENN PL, Winter Park, FL 32789

Located just steps to the Golf Course and Park Avenue, in downtown Winter Park, 622 Penn Place is in the highly sought a...

Listed by COMMUNITY REALTY ASSOCIATES

141 OAKWOOD WAY, Winter Park, FL 32789
1/58 58

$2,150,000

Open Sat 12PM-2PM

Single Family Home

5 Beds 4 Baths 3,909 SqFt

141 OAKWOOD WAY, Winter Park, FL 32789

Welcome to 141 Oakwood Way, a one-of-a-kind custom-built estate in the highly desirable south Winter Park/Lake Sue area....

Listed by MAINFRAME REAL ESTATE

1513 HARMON AVE, Winter Park, FL 32789
1/26 26

$2,600

Active

Single Family Home

2 Beds 2 Baths 1,375 SqFt

1513 HARMON AVE, Winter Park, FL 32789

Lawn and Security System included with this fantastic 2/2 plus office Orwin Manor home. Home features hardwood flooring ...

Listed by CORCORAN PREMIER REALTY

1781 PINE AVE, Winter Park, FL 32789
1/96 96

$2,599,000

Price Dropped by $101K

Single Family Home

5 Beds 5 Baths 3,882 SqFt

1781 PINE AVE, Winter Park, FL 32789

An exceptional custom home by award-winning Davila Homes, perfectly blending modern design and functionality. Located in...

Listed by FLORIDA CONNEXION PROPERTIES

260 KILLARNEY BAY CT #6-6, Winter Park, FL 32789
1/24 24

$365,000

Price Dropped by $10K

Condo

2 Beds 1 Bath 1,140 SqFt

260 KILLARNEY BAY CT #6-6, Winter Park, FL 32789

Welcome to Killarney Bay! This beautifully updated 2-bedroom, 1-bathroom Second-floor condo offers an airy, modern feel ...

Listed by CHARLES RUTENBERG REALTY ORLANDO

2070 SAINT GEORGE AVE, Winter Park, FL 32789
1/45 45

$3,495

Pending

Single Family Home

2 Beds 2 Baths 1,600 SqFt

2070 SAINT GEORGE AVE, Winter Park, FL 32789

Charming lakefront cottage in the heart of Winter Park! Welcome to this rare gem nestled on Lake Spier in beautiful Wint...

Listed by KELLER WILLIAMS WINTER PARK

1339 ORCHID AVE, Winter Park, FL 32789
1/45 45

$575,000

Price Dropped by $60K

Single Family Home

2 Beds 1 Bath 789 SqFt

1339 ORCHID AVE, Winter Park, FL 32789

A rare find in Winter Park: A charming Bungalow with 3-Car Garage (24x36) and detached finished Shed (10x14) for office ...

Listed by ABIDE REALTY

2227 HOWARD DR, Winter Park, FL 32789
1/20 20

$5,650

Active

Single Family Home

3 Beds 3 Baths 2,196 SqFt

2227 HOWARD DR, Winter Park, FL 32789

Single-story LAKEFRONT gem in Winter Park! This beautifully renovated mid-century home sits on an oversized waterfront l...

Listed by REALTY ONE GROUP MAGIC CITY

1018 TURNER RD, Winter Park, FL 32789
1/40 40

$900,000

Price Dropped by $40K

Single Family Home

4 Beds 2 Baths 2,237 SqFt

1018 TURNER RD, Winter Park, FL 32789

Seller may consider buyer concessions if made in an offer | Lakefront charm meets quiet luxury in the heart of Winter Pa...

Listed by WEMERT GROUP REALTY LLC

251 GLENRIDGE WAY, Winter Park, FL 32789

$899,000

Price Dropped by $25K

Single Family Home

3 Beds 3 Baths 1,314 SqFt

251 GLENRIDGE WAY, Winter Park, FL 32789

The true value of this property lies in its expansive 10,675 sq ft lot, nestled among multi-million dollar homes. Whethe...

Listed by RAZZANI INTERNATIONAL REALTY

184 SANDLEWOOD TRL #2, Winter Park, FL 32789
1/26 26

$342,000

Price Dropped by $8K

Condo

2 Beds 3 Baths 1,133 SqFt

184 SANDLEWOOD TRL #2, Winter Park, FL 32789

Welcome to Your Turnkey Retreat in Winter Park! <br> <br>Nestled just minutes from the charming boutiques and award-winn...

Listed by EXP REALTY LLC

1500 GAY RD #5C, Winter Park, FL 32789
3D

$1,450

Active

Condo

1 Bed 1 Bath 732 SqFt

1500 GAY RD #5C, Winter Park, FL 32789

Welcome to Winter Park, FL! This charming one-bedroom, one-bathroom apartment is perfectly situated close to shopping an...

Listed by TRANSCEND REALTY

1742 BARCELONA WAY, Winter Park, FL 32789
1/62 62

$1,575,000

Price Dropped by $50K

Single Family Home

5 Beds 8 Baths 3,626 SqFt

1742 BARCELONA WAY, Winter Park, FL 32789

OPPORTUNITY AWAITS – PURE POTENTIAL IN WINTER PARK'S SEVILLA NEIGHBORHOOD! Rare, Tudor-style estate sits on an oversized...

Listed by KELLY PRICE & COMPANY LLC

2402.5 TEMPLE DR, Winter Park, FL 32789
1/35 35

$1,699,000

Price Dropped by $100K

Single Family Home

4 Beds 5 Baths 3,248 SqFt

2402.5 TEMPLE DR, Winter Park, FL 32789

Get Busy Living the Winter Park lifestyle in this custom 4-bedroom, 4.5-bathroom pool home tucked away at the end of a 1...

Listed by OLDE TOWN BROKERS INC

1644 HIBISCUS AVE, Winter Park, FL 32789
1/16 16

$1,470,000

Price Dropped by $25K

Single Family Home

3 Beds 3 Baths 2,145 SqFt

1644 HIBISCUS AVE, Winter Park, FL 32789

Charming, Well-Maintained Home on a Prime Lot in Winter Park's Coveted Tree Streets <br> <br>Don't miss this rare opport...

Listed by COLDWELL BANKER RESIDENTIAL RE

1695 LEE RD #E215, Winter Park, FL 32789
1/15 15

$200,000

Price Dropped by $5K

Condo

3 Beds 2 Baths 1,149 SqFt

1695 LEE RD #E215, Winter Park, FL 32789

Move-in Ready Renovated Condo – Prime Location! <br>This beautifully renovated condo offers both style and convenience, ...

Listed by LA ROSA REALTY CENTRAL FLORIDA

2614 PARKLAND DR, Winter Park, FL 32789
1/73 73

$2,150,000

Price Dropped by $15K

Single Family Home

4 Beds 4 Baths 3,307 SqFt

2614 PARKLAND DR, Winter Park, FL 32789

Welcome to 2614 Parkland Drive—an exquisite, fully renovated luxury residence nestled in the heart of Winter Park, Flori...

Listed by JW GASTON LLC