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38 Properties

38 Properties Available In 32789

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Market Insights
690 OSCEOLA AVE #405, Winter Park, FL 32789
1/20 20

$479,000

Price Dropped by $20K

Condo

1 Bed 2 Baths 850 SqFt

690 OSCEOLA AVE #405, Winter Park, FL 32789

Beautiful Lakefront unit with Lake Virginia ViewFrom the moment you open the door you will be drawn into this South faci...

Listed by SAVVY AVENUE, LLC

Stellar MLS
1695 LEE RD #E103, Winter Park, FL 32789
1/34 34

$1,800

Active

Condo

2 Beds 1 Bath 881 SqFt

1695 LEE RD #E103, Winter Park, FL 32789

One or more photo(s) has been virtually staged. One or more photo(s) has been virtually staged. Waterfall Cove, where ur...

Listed by ROBERT SLACK LLC

Stellar MLS
657 OVERSPIN DR, Winter Park, FL 32789
3D

$369,000

Price Dropped by $20K

Single Family Home

4 Beds 2 Baths 1,349 SqFt

657 OVERSPIN DR, Winter Park, FL 32789

One or more photo(s) has been virtually staged. **Seller is motivated and encourages all serious offers—bring your buyer...

Listed by RE/MAX 200 REALTY

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

$1,499

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

Stellar MLS
1434 MINNESOTA AVE, Winter Park, FL 32789
1/12 12

$1,495

Active

Single Family Home

2 Beds 1 Bath 1,000 SqFt

1434 MINNESOTA AVE, Winter Park, FL 32789

Remo2 bedroom and Mid Century Modern two bedroom and one bath home for rent in the heart of the industrial area of Winte...

Listed by COLDWELL BANKER RESIDENTIAL RE

Stellar MLS
1821 WINDSOR DR, Winter Park, FL 32789
1/66 66

$995,000

Pending

Single Family Home

4 Beds 3 Baths 2,188 SqFt

1821 WINDSOR DR, Winter Park, FL 32789

Under contract-accepting backup offers. WELCOME to 1821 WINDSOR DR in WINTER PARK, FLORIDA! This is a ONCE IN A LIFETIME...

Listed by CREEGAN GROUP

Stellar MLS
913 MOSS LN, Winter Park, FL 32789
1/38 38

$1,049,000

Price Dropped by $51K

Single Family Home

3 Beds 2 Baths 1,887 SqFt

913 MOSS LN, Winter Park, FL 32789

***Remodeled in 2023 | Furniture package available | Short term rental allowed*** Discover Your Dream Retreat at 913 Mos...

Listed by VECTOR PROPERTY GROUP

Stellar MLS
141 S PHELPS AVE, Winter Park, FL 32789
1/60 60

$3,595,000

Price Dropped by $385K

Single Family Home

6 Beds 6 Baths 5,878 SqFt

141 S PHELPS AVE, Winter Park, FL 32789

**This stunning estate just became an unbeatable opportunity--luxury living at a dramatically reduced price! Don't miss ...

Listed by COLDWELL BANKER RESIDENTIAL RE

Stellar MLS
1429 INDIANA AVE, Winter Park, FL 32789
1/51 51

$775,000

Price Dropped by $24K

Townhouse

3 Beds 3 Baths 1,939 SqFt

1429 INDIANA AVE, Winter Park, FL 32789

Like new and totally turn-key! Built by award-winning Winter Park Custom Homes, coastal modern residence offers thoughtf...

Listed by KELLY PRICE & COMPANY LLC

Stellar MLS
1931 OGLESBY AVE, Winter Park, FL 32789
1/79 79

$2,750

Active

Single Family Home

4 Beds 3 Baths 1,650 SqFt

1931 OGLESBY AVE, Winter Park, FL 32789

Location, Location, Location... Offered here is an Amazing Rental with many potential options of usage... 4 Bedrooms and...

Listed by KEEN REALTY GROUP, INC.

Stellar MLS
2525 VENETIAN WAY, Winter Park, FL 32789
3D

$1,350,000

Price Dropped by $50K

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

Stellar MLS
2105 FOSGATE DR, Winter Park, FL 32789
1/58 58

$1,385,000

Price Dropped by $65K

Single Family Home

5 Beds 4 Baths 3,068 SqFt

2105 FOSGATE DR, Winter Park, FL 32789

This home is the perfect blend of resort luxury and farmhouse charm, with high-end finishes and features that cater to b...

Listed by LPT REALTY, LLC

Stellar MLS
2711 PARKLAND DR, Winter Park, FL 32789
1/14 14

$669,000

Price Dropped by $5K

Single Family Home

3 Beds 2 Baths 1,618 SqFt

2711 PARKLAND DR, Winter Park, FL 32789

Welcome to this delightful 1,600 sqft home in one of Winter Park's most coveted neighborhoods. This three-bedroom, two-b...

Listed by CORCORAN PREMIER REALTY

Stellar MLS
2614 PARKLAND DR, Winter Park, FL 32789
1/75 75

$2,199,999

Price Dropped by $50K

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

Stellar MLS
1020 MAYFIELD AVE, Winter Park, FL 32789
1/49 49

$2,950,000

Price Dropped by $245K

Single Family Home

4 Beds 3 Baths 2,663 SqFt

1020 MAYFIELD AVE, Winter Park, FL 32789

Exquisite, Luxury Listing in the Heart of Winter Park! Stunning, single-story residence, customized and remodeled by Phi...

Listed by KELLY PRICE & COMPANY LLC

Stellar MLS
1695 LEE RD #E214, Winter Park, FL 32789
1/25 25

$137,500

Price Dropped by $3K

Condo

2 Beds 1 Bath 881 SqFt

1695 LEE RD #E214, Winter Park, FL 32789

Don't miss out on this wonderful 2/1 featuring an awesome balcony overlooking a peaceful green space with a tranquil pon...

Listed by RE/MAX ASSURED

Stellar MLS
3019 NORTHWOOD BLVD, Winter Park, FL 32789
1/38 38

$550,000

Price Dropped by $50K

Single Family Home

3 Beds 2 Baths 1,662 SqFt

3019 NORTHWOOD BLVD, Winter Park, FL 32789

WINTER PARK 32789 - Mid Century design. Unique neighborhood - walk to shopping, restaurants, entertainment. 3/1.5 Bath w...

Listed by SAND DOLLAR REALTY GROUP INC

Stellar MLS
1276 S PENNSYLVANIA AVE #12, Winter Park, FL 32789
1/48 48

$829,000

Price Dropped by $20K

Condo

3 Beds 3 Baths 1,957 SqFt

1276 S PENNSYLVANIA AVE #12, Winter Park, FL 32789

Nestled within the tranquil confines of the Virginia Heights neighborhood lies a truly exceptional property that blends ...

Listed by COMPASS FLORIDA LLC

Stellar MLS
1250 S DENNING DR #111, Winter Park, FL 32789
1/29 29

$259,000

Price Dropped by $1K

Condo

2 Beds 2 Baths 908 SqFt

1250 S DENNING DR #111, Winter Park, FL 32789

LOCATION LOCATION!! Now is your chance to own this STUNNING NEWLY RENOVATED 2 bed / 2 full bath FIRST FLOOR condo in the...

Listed by EXP REALTY LLC

Stellar MLS
156 OAK GROVE RD, Winter Park, FL 32789
1/21 21

$349,000

Price Dropped by $10K

Single Family Home

3 Beds 3 Baths 1,456 SqFt

156 OAK GROVE RD, Winter Park, FL 32789

Welcome home to this beautifully maintained 3-bedroom, 2.5-bath residence in the highly desirable Winter Park Oaks commu...

Listed by EVERLANE REALTY LLC

Stellar MLS
433 CAROLINA AVE, Winter Park, FL 32789
1/11 11

$5,995

Active

Single Family Home

5 Beds 4 Baths 2,700 SqFt

433 CAROLINA AVE, Winter Park, FL 32789

A stunning two-story house with five bedrooms is now available. The house has ceramic tittle except for the bedrooms whi...

Listed by LAWHUN ENTERPRISES IV, LLC DBA: FLORIDA REALTY INVESTMENTS IV

Stellar MLS
250 CORTLAND AVE, Winter Park, FL 32789
1/68 68

$1,030,000

Price Dropped by $40K

Single Family Home

3 Beds 2 Baths 2,114 SqFt

250 CORTLAND AVE, Winter Park, FL 32789

Welcome to the epitome of the Winter Park lifestyle at 250 Cortland Ave, nestled among million-dollar homes on one of th...

Listed by EXP REALTY LLC

Stellar MLS
1714 MILLER AVE, Winter Park, FL 32789
1/8 8

$1,495

Active

Single Family Home

2 Beds 1 Bath 800 SqFt

1714 MILLER AVE, Winter Park, FL 32789

Welcome to this charming duplex nestled in the heart of Winter Park. This 2-bedroom one bathroom with a one car carport ...

Listed by RE/MAX 200 REALTY

Stellar MLS
1716 MILLER AVE, Winter Park, FL 32789
1/9 9

$1,495

Active

Single Family Home

2 Beds 1 Bath 800 SqFt

1716 MILLER AVE, Winter Park, FL 32789

Welcome to this charming duplex nestled in the heart of Winter Park. This 2-bedroom one bathroom with a one car carport ...

Listed by RE/MAX 200 REALTY

Stellar MLS
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IDX information is provided exclusively for consumers’ personal, non-commercial use and that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed to be accurate. Listing information updated daily.
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eXp Realty

Steve Comstock

License ID: 40423387

+1(612) 201-7766 steve@stevecomstock.com

9000 Quantrelle Ave NE Suite 105, Otsego, Minnesota, 55330, United States
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      2. Available New Construction
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      Florida

Get My App

Powered by Lofty Inc. Copyright 2025. All Rights Reserved. Terms of Service & Privacy Policy | Cookie Policy | Cookie Preferences | Property Listings | Sitemap | Accessibility

IDX information is provided exclusively for consumers’ personal, non-commercial use and that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed to be accurate. Listing information updated daily.
cc gold no bg

eXp Realty

Steve Comstock

License ID: 40423387

+1(612) 201-7766 steve@stevecomstock.com

9000 Quantrelle Ave NE Suite 105, Otsego, Minnesota, 55330, United States
      Home
      Buy
      1. All Listings
      2. Featured Listings
      3. Nationwide Search
      4. Calculator
      Sell
      1. Sell My Home
      2. Sold Listings
      3. Home Valuation
      4. Express Offer
      New Construction
      1. Benzinger Homes Move in Ready
      2. Available New Construction
      3. Floor Plans - Benzinger Homes
      4. Otsego Map Benzinger Homes
      Join Me
      1. Why Join Me
      2. Join eXp
      Florida

Get My App

Powered by Lofty Inc. Copyright 2025. All Rights Reserved. Terms of Service & Privacy Policy | Cookie Policy | Cookie Preferences | Property Listings | Sitemap | Accessibility