Recently Sold Homes in 32789

/2
$2,724,000 Sold Sep 17, 2024
- 4,264 Sq Ft
- $639/SF
- 53 Days On Market
- 5 Beds
- 5 Baths
- Built 1936
1331 Lakeview Dr, Winter Park, FL 32789

FANTASTIC REDESIGNED AND FULLY RENOVATED WINTER PARK ESTATE HOME IN THE HIGHLY SOUGHT AFTER VIRGINIA HEIGHTS DISTRICT!! A one-of-a-kind drive along the stunning shores of Lake Virgina on a brick street lined with some of Winter Park's finest homes leads you to 1331 Lakeview Drive. Prominently sited on an almost 1/3 acre street-to-street lot approached via a large circular drive and tucked away in

Robert Kurzreiter PA KELLER WILLIAMS REALTY AT THE PARKS

1331 Lakeview Dr, Winter Park, FL 32789
/2
$355,000 Sold Sep 17, 2024
- 899 Sq Ft
- $395/SF
- 5 Days On Market
- 2 Beds
- 1 Bath
- Built 1925
663 W Comstock Ave, Winter Park, FL 32789

Welcome to 663 Comstock, an exciting opportunity for those with a vision for transformation and customization. This property presents the option for either a complete rehabilitation of the existing structure or the chance to start anew and build the custom home of your dreams. Situated just moments away from the vibrant Park Avenue, you’ll find an array of upscale shops, fine dining, and cultural

Marcus Golden LA ROSA REALTY ORLANDO LLC

663 W Comstock Ave, Winter Park, FL 32789
/2
$755,000 Sold Sep 16, 2024
- 2,030 Sq Ft
- $372/SF
- 14 Days On Market
- 4 Beds
- 2 Baths
- Built 1968
2436 Tioga Trail, Winter Park, FL 32789

Established Winter Park neighborhood - a hidden gem! Located on a quiet cul-de-sac, this ranch-style one story home w/pool was solidly constructed in 1968 and still retains many original mid-century architectural features. Fully fenced private back yard has a large pool and landscaping that features chemical-free gardens and native butterfly plantings - safe for children and pets. The

Sandra Jones FANNIE HILLMAN & ASSOCIATES

2436 Tioga Trail, Winter Park, FL 32789
/2
$570,000 Sold Sep 16, 2024
- 1,669 Sq Ft
- $342/SF
- 104 Days On Market
- 3 Beds
- 2.5 Baths
- Built 1987
1051 Aragon Ave Unit 1051, Winter Park, FL 32789

Welcome to easy living in Winter Park! Step into this charming townhouse nestled in the Villas of Aragon. With just 4 townhouses in the neighborhood, connected solely by the garage, you'll enjoy a secluded setting. On the first floor, discover a delightful kitchen boasting timeless white cabinets, granite countertops, stainless-steel appliances, a large breakfast bar, and a charming tongue and

Maria Van Warner FANNIE HILLMAN & ASSOCIATES

1051 Aragon Ave Unit 1051, Winter Park, FL 32789
/2
$1,915,000 Sold Sep 16, 2024
- 2,925 Sq Ft
- $655/SF
- 114 Days On Market
- 5 Beds
- 3.5 Baths
- Built 1925
1362 Richmond Rd, Winter Park, FL 32789

One or more photo(s) has been virtually staged. The Seller has reduced the price $500k since listing and is motivated to Sell! "Short Walking Distance to Rollins College and Downtown Winter Park" Century Old Charleston Manor and Guest/pool Cottage with lake access to Lake Virginia in Olde Winter Park. This Traditional four bedroom two story residence is in walking distance to Rollins College and

William Sullivan POTOMAC LAND COMPANY

1362 Richmond Rd, Winter Park, FL 32789
/2
$711,000 Sold Sep 13, 2024
- 2,376 Sq Ft
- $299/SF
- 2 Days On Market
- 4 Beds
- 2.5 Baths
- Built 1947
355 Cambridge Blvd, Winter Park, FL 32789

ACCEPTING BACK UP OFFERS! Introducing an exquisite residence in the heart of Winter Park, where sophistication meets comfort. This meticulously renovated 4-bedroom, 2.5-bathroom home offers a refined living experience, with every detail thoughtfully designed for the discerning buyer.Upon entry, you’ll be greeted by a spacious layout that seamlessly blends elegance with functionality. The

Laura Teixeira NOBSKA REAL ESTATE LLC

355 Cambridge Blvd, Winter Park, FL 32789
/2
$1,025,000 Sold Sep 13, 2024
- 2,387 Sq Ft
- $429/SF
- 22 Days On Market
- 3 Beds
- 2 Baths
- Built 1957
2217 Howard Dr, Winter Park, FL 32789

GLORY OF A SUMMER NIGHT…experience it under the stars by the beautiful pool that comes with this innovatively styled & remodeled 3bed/2bath home, nestled in the desirable Timberlane neighborhood of Winter Park. This terrific layout features a completely updated (2020) & tastefully designed gourmet kitchen, with gorgeous cabinetry, quartz counters and large island perfect for entertaining…this

Teresa Jones-Cintron KELLY PRICE & COMPANY LLC

2217 Howard Dr, Winter Park, FL 32789
/2
$1,750,000 Sold Sep 13, 2024
- 3,590 Sq Ft
- $487/SF
- 69 Days On Market
- 4 Beds
- 4.5 Baths
- Built 2019
2125 Sycamore Dr, Winter Park, FL 32789

One or more photo(s) has been virtually staged. New Price!! Motivated Seller. Beautiful Winter Park pool home walkable to the East End Market. This Modern styled home has a Coastal feel with its straight lines and West Indies touches of wood. Located in the Northwood Terrace neighborhood where you blend the best locations of Winter Park and Baldwin Park. A lush Zoysia lawn with tropical

Dan Haber CORCORAN PREMIER REALTY

2125 Sycamore Dr, Winter Park, FL 32789
/2
$1,475,000 Sold Sep 13, 2024
- 4,162 Sq Ft
- $354/SF
- 213 Days On Market
- 4 Beds
- 4.5 Baths
- Built 2007
1130 Kenwood Ave, Winter Park, FL 32789

SELLER IS MOTIVATED!!! Elegance meets sophistication in this stunning 4-bedroom, 4 1/2-bath French Provincial home, custom-built in the heart of Winter Park, FL. Spanning 4162 sqft, this exquisite property features a pool, an inviting outdoor fireplace, and a spacious 2-car garage. The interior is a testament to fine craftsmanship, boasting a custom-built kitchen with custom, built-in appliances

Suzanne Cox LPT REALTY, LLC

1130 Kenwood Ave, Winter Park, FL 32789
/2
$2,371,600 Sold Sep 12, 2024
- 4,425 Sq Ft
- $536/SF
- 29 Days On Market
- 3 Beds
- 4 Baths
- Built 2012
1724 Pine Ave, Winter Park, FL 32789

HALF ACRE, DOUBLE LOT! Welcome home to this immaculate modern tropical oasis! Located in the highly desirable Winter Park community and zoned for top-rated schools, this home is sure to check off all your wants, needs, and dreams of a future home! Step inside your custom louvered entry doors to amazing views with the koi pond / plunge pool up front. This home is the perfect blend of

Thomas Nickley KELLER WILLIAMS REALTY AT THE PARKS

1724 Pine Ave, Winter Park, FL 32789
/2
$475,000 Sold Sep 11, 2024
- 1,631 Sq Ft
- $291/SF
- 16 Days On Market
- 2 Beds
- 2 Baths
- Built 1950
1638 Berkshire Ave, Winter Park, FL 32789

Welcome to Winter park! This 2/2 has a large den that could easily be a spacious 3rd bedroom as it has it's own closet. This is a charming, 1950's home with a very large master bedroom and a large en suit master bath, jacuzzi style tub and walk in shower. There is a great flow thru in the main living area with a fireplace and built in bookshelves . The remodeled kitchen has newer appliances and

Erin Griffin OLDE TOWN BROKERS INC

1638 Berkshire Ave, Winter Park, FL 32789
/2
$10,900,000 Sold Sep 11, 2024
- 8,188 Sq Ft
- $1,331/SF
- 92 Days On Market
- 5 Beds
- 8 Baths
- Built 2021
181 Virginia Dr, Winter Park, FL 32789

Experience luxury living at its finest with this custom-built masterpiece on the shores of Lake Virginia, proudly crafted by the renowned Phil Kean Design Group. Boasting five or six bedrooms, six full baths, and two half baths (plus library/office, second office, loft and lounge area, exercise room, theatre, bonus/flex room and lots of storage) sprawled across 8,188 heated square feet over three

Mick Night PREMIER SOTHEBY'S INTL. REALTY

181 Virginia Dr, Winter Park, FL 32789
/2
$1,775,000 Sold Sep 10, 2024
- 3,880 Sq Ft
- $457/SF
- 48 Days On Market
- 5 Beds
- 4.5 Baths
- Built 2019
2816 Norris Ave, Winter Park, FL 32789

Luxurious custom pool home in highly desired Winter Park neighborhood! The luxurious 5-bedroom, 4.5-bathroom residence with 3,880 square feet of impeccable living space. Updated appliances, Natural wood, along with a solar roof are just a few of the upgrades this home has to offer. This home features an open-plan concept, perfect for both entertaining and everyday living. This residence is a

Jordan Suglio BALDWIN PARK REALTY LLC

2816 Norris Ave, Winter Park, FL 32789
/2
$430,000 Sold Sep 09, 2024
- 1,140 Sq Ft
- $377/SF
- 4 Days On Market
- 3 Beds
- 2 Baths
- Built 1952
2420 Lotafun Ave, Winter Park, FL 32789

Welcome home to 2420 Lotafun Ave! With peekaboo views of Lake Killarney and located in sought after Winter Park, this home sure is a lot of fun! Completely move in ready mid century block home on a quiet street with easy access to all of central Florida amenities. All the big ticket items have been taken care of. New HVAC (2023), roof and soffits (2021), entire septic replaced (2022), water

Brett Winters OLDE TOWN BROKERS INC

2420 Lotafun Ave, Winter Park, FL 32789
/2
$750,000 Sold Sep 09, 2024
- 1,515 Sq Ft
- $495/SF
- 26 Days On Market
- 3 Beds
- 2 Baths
- Built 1958
426 Worthington Dr, Winter Park, FL 32789

One or more photo(s) has been virtually staged. This charming residence features modern amenities and thoughtful upgrades, making it a perfect blend of style and convenience. Beautifully updated home nestled in the heart of Winter Park, FL.Step inside to discover the elegance of bamboo hardwood floors that flow seamlessly throughout the home. The living spaces are adorned with custom

Thibaut Dailland DAILLAND REAL ESTATE

426 Worthington Dr, Winter Park, FL 32789
/2
$410,000 Sold Sep 09, 2024
- 1,485 Sq Ft
- $276/SF
- 37 Days On Market
- 4 Beds
- 2.5 Baths
- Built 1960
2922 Rouen Ave, Winter Park, FL 32789

4-Point Inspection Available! Welcome to your dream home! This place is all set for you to move in and start living your best life. Located in the awesome Winter Park area, this home is the perfect mix of cozy, convenient, and a great investment.This 4-bedroom, 2.5-bathroom house has a big primary bedroom with its own private bathroom. The other three bedrooms share a handy Jack and Jill

Alexa Monasterio Flores KELLER WILLIAMS ADVANTAGE 2 REALTY

2922 Rouen Ave, Winter Park, FL 32789
/2
$350,000 Sold Sep 06, 2024
- 1,282 Sq Ft
- $273/SF
- 1 Day On Market
- 3 Beds
- 2 Baths
- Built 1991
1132 Park Green Place, Winter Park, FL 32789

LOCATION! Living withing blocks of Winter Park Village, Whole Foods, I-4 access. Tucked away in a small community this single family residence with 2 car garage is a great entry into Winter Park convenience. Light and bright. 2 bedrooms with jack and jill bath located at the front of the home and master in the back. In addition to the 2 car garage, you also have additional parking in front

Christi Nixon CHARLES RUTENBERG REALTY ORLANDO

1132 Park Green Place, Winter Park, FL 32789
/2
$3,150,000 Sold Sep 06, 2024
- 2,691 Sq Ft
- $1,171/SF
- 1 Day On Market
- 3 Beds
- 3 Baths
- Built 1955
931 N Park Ave, Winter Park, FL 32789

Welcome to your dream home on sought-after Park Avenue! This stunning one-story, three-bedroom, three-bath residence is situated on an expansive 18,000 square feet (0.41-acre) lot and has been meticulously renovated to offer everything a discerning buyer could desire. Wonderful curb appeal with its stately front yard and large circular driveway. Step inside to discover gorgeous wood floors that

Mick Night PREMIER SOTHEBY'S INTL. REALTY

931 N Park Ave, Winter Park, FL 32789
/2
$465,000 Sold Sep 05, 2024
- 640 Sq Ft
- $727/SF
- 1 Day On Market
- 2 Beds
- 1 Bath
- Built 1930
1870 Walker Ave, Winter Park, FL 32789

Authentic 1930 bungalow with detached guest suite in prime Winter Park location, surrounded by $1m+ homes. Great opportunity to build new or renovate. The main house is 640sf with 2 bedrooms/1 bath and has a sunporch with built-ins, living room + dining room with original hardwood floors, kitchen, and utility porch with washer/dryer. The 576sf guest house is a converted garage with family room,

Nancy Bagby FANNIE HILLMAN & ASSOCIATES

1870 Walker Ave, Winter Park, FL 32789
/2
$690,000 Sold Sep 05, 2024
- 1,664 Sq Ft
- $415/SF
- 54 Days On Market
- 3 Beds
- 2 Baths
- Built 1964
615 Glenridge Way, Winter Park, FL 32789

The feedback is in! This home with its redesigned open floor plan seems much larger than the square footage listed! Come see this charming home on a centrally located street across from million dollar homes in beautiful Winter Park. 3 bedroom (one currently used as an office), 2 bath home with almost 1700 square feet of living space has been beautifully remodeled and updated. Drive up to the

Belinda Gonzales RE/MAX TOWN & COUNTRY REALTY

615 Glenridge Way, Winter Park, FL 32789
/2
$219,000 Sold Sep 04, 2024
- 808 Sq Ft
- $271/SF
- 14 Days On Market
- 2 Beds
- 1 Bath
- Built 1984
851 Miles Ave Unit 26, Winter Park, FL 32789

Nestled in the heart of Winter Park, this charming home offers the perfect blend of comfort and convenience! Ideal for those seeking a cozy retreat, the home features an updated kitchen with a farmhouse sink, washer and dryer in unit, HVAC from 2024, and a water heater from 2019. Located in a vibrant neighborhood close to I4, restaurants and parks, this residence promises a delightful living

Kevin Mendoza MLSB THE BUREAU POWERED BY CAROM REALTY

851 Miles Ave Unit 26, Winter Park, FL 32789
/2
$1,629,000 Sold Sep 03, 2024
- 3,518 Sq Ft
- $463/SF
- 88 Days On Market
- 5 Beds
- 4.5 Baths
- Built 1964
1801 Legion Dr, Winter Park, FL 32789

Welcome to 1801 Legion Drive, a stunning Southern traditional with a huge front porch and white picket fence in one of the best neighborhoods in Winter Park. The main house has 4 bedrooms and 3.5 baths and a separate office. There is an additional bedroom and full bath in the detached guest quarters. A large gourmet kitchen with white cabinetry, a stainless steel Thermador gas range and GE

John McDade FANNIE HILLMAN & ASSOCIATES

1801 Legion Dr, Winter Park, FL 32789
/2
$1,250,000 Sold Aug 29, 2025
- 2,755 Sq Ft
- $454/SF
- 0 Days On Market
- 3 Beds
- 2.5 Baths
- Built 1947
1621 Hillcrest Ave, Winter Park, FL 32789

Amazing opportunity in the heart of Historic Winter Park! This charming home is full of potential and ready for your personal touch. Whether you're looking to renovate, restore, or re-imagine, this property offers a rare chance to create your dream home in one of Central Florida’s most sought-after neighborhoods. Enjoy tree-lined streets, top-rated schools, and close proximity to Park Avenue,

Julie Glass KEYSEEKERS REAL ESTATE

1621 Hillcrest Ave, Winter Park, FL 32789
/2
$425,000 Sold Aug 21, 2025
- 986 Sq Ft
- $431/SF
- 0 Days On Market
- 2 Beds
- 2 Baths
- Built 1972
535 N Interlachen Ave Unit 205, Winter Park, FL 32789

SOLD DATA ONLY

Mary Colton FANNIE HILLMAN & ASSOCIATES

535 N Interlachen Ave Unit 205, Winter Park, FL 32789
/2
$970,000 Sold Aug 12, 2025
- 1,570 Sq Ft
- $618/SF
- 0 Days On Market
- 3 Beds
- 2 Baths
- Built 1951
207 E Kings Way, Winter Park, FL 32789

Winter Park Home.

Christopher Christensen COMPASS FLORIDA LLC

207 E Kings Way, Winter Park, FL 32789
/2
$510,000 Sold Jul 22, 2025
- 1,522 Sq Ft
- $335/SF
- 3 Beds
- 2 Baths
- Built 1953
2804 Mulford Ave, Winter Park, FL 32789

Off market Sale

Stellar Non-Member Agent Stellar Non-Member Office

2804 Mulford Ave, Winter Park, FL 32789
/2
$800,000 Sold Jul 18, 2025
- 2,414 Sq Ft
- $331/SF
- 0 Days On Market
- 3 Beds
- 3.5 Baths
- Built 1940
1823 Sunset Dr, Winter Park, FL 32789

Fantastic Lake Knowles Terrace community close to The Via's, Downtown Winter Park and I-4 road access. Lots of possibilities to restore this 1940 classic home or create your own brand new structure . This property offers so much potential in Winter Park's premier and sought after location. Call today for your private tour !!

Sue Silberbusch COMPASS FLORIDA LLC

1823 Sunset Dr, Winter Park, FL 32789
/2
$1,005,000 Sold Jun 23, 2025
- 1,118 Sq Ft
- $899/SF
- 2 Beds
- 1 Bath
- Built 1950
361 E Kings Way, Winter Park, FL 32789

Entered for sold data purposes only

Stellar Non-Member Agent Stellar Non-Member Office

361 E Kings Way, Winter Park, FL 32789
/2
$2,585,000 Sold Jun 18, 2025
- 4,328 Sq Ft
- $597/SF
- 5 Beds
- 4.5 Baths
- Built 2000
815 Bonita Dr, Winter Park, FL 32789

Sold Data Entry

Stellar Non-Member Agent Stellar Non-Member Office

815 Bonita Dr, Winter Park, FL 32789
/2
$760,000 Sold Jun 09, 2025
- 1,128 Sq Ft
- $674/SF
- 2 Days On Market
- 3 Beds
- 1 Bath
- Built 1952
2838 Wright Ave, Winter Park, FL 32789

Amazing opportunity to build your dream home in Winter Park.

Jordan Suglio BALDWIN PARK REALTY LLC

2838 Wright Ave, Winter Park, FL 32789
/2
$435,000 Sold Jun 06, 2025
- 1,038 Sq Ft
- $419/SF
- 2 Beds
- 2 Baths
- Built 2000
693 Minnesota Ave, Winter Park, FL 32789

Sold data only

Stellar Non-Member Agent Stellar Non-Member Office

693 Minnesota Ave, Winter Park, FL 32789
/2
$725,000 Sold May 13, 2025
- 1,663 Sq Ft
- $436/SF
- 3 Beds
- 2 Baths
- Built 1991
1570 Grove Terrace, Winter Park, FL 32789

Charming Cottage in the Heart of Winter Park. Step into a world of timeless charm with this delightful 3-bedroom, 2-bath cottage that exudes warmth and character at every turn. Boasting nearly 1,700 square feet, this enchanting home features a thoughtfully designed split plan, providing both privacy and functionality. The moment you approach, you’ll be captivated by its amazing curb appeal,

Stellar Non-Member Agent Stellar Non-Member Office

1570 Grove Terrace, Winter Park, FL 32789
/2
$420,000 Sold Apr 30, 2025
- 1,604 Sq Ft
- $262/SF
- 4 Beds
- 2 Baths
- Built 1963
1618 Indiana Ave, Winter Park, FL 32789

Your Opportunity is Here! Renovate this duplex and begin renting both sides or live in one and rent the other! Fenced yard, septic tank and large carport.

Stellar Non-Member Agent Stellar Non-Member Office

1618 Indiana Ave, Winter Park, FL 32789
/2
$1,685,000 Sold Apr 30, 2025
- 3,421 Sq Ft
- $493/SF
- 4 Beds
- 3.5 Baths
- Built 1957
1871 Winchester Dr, Winter Park, FL 32789

Sold Data Only

Stellar Non-Member Agent Stellar Non-Member Office

1871 Winchester Dr, Winter Park, FL 32789
/2
$600,000 Sold Apr 23, 2025
- 1,812 Sq Ft
- $331/SF
- 0 Days On Market
- 3 Beds
- 2.5 Baths
- Built 1953
1550 Palm Ave, Winter Park, FL 32789

Value is in the land.

Brian Mitnik RE/MAX 200 REALTY

1550 Palm Ave, Winter Park, FL 32789
/2
$1,450,000 Sold Apr 11, 2025
- 1,559 Sq Ft
- $930/SF
- 2 Beds
- 1 Bath
- Built 1951
141 W Lake Sue Ave, Winter Park, FL 32789

Sold for Data Purposes Only.

Stellar Non-Member Agent Stellar Non-Member Office

141 W Lake Sue Ave, Winter Park, FL 32789
/2
$520,000 Sold Mar 31, 2025
- 1,396 Sq Ft
- $372/SF
- 0 Days On Market
- 3 Beds
- 2 Baths
- Built 1977
1810 Taylor Ave, Winter Park, FL 32789

Under contract. Listing agent is the owner.

Julia Dalessandro FANNIE HILLMAN & ASSOCIATES

1810 Taylor Ave, Winter Park, FL 32789
/2
$1,395,000 Sold Mar 26, 2025
- 2,516 Sq Ft
- $554/SF
- 0 Days On Market
- 4 Beds
- 3.5 Baths
- Built 1957
1771 Winchester Dr, Winter Park, FL 32789

Welcome to your new home in Timberlane Shores. This one-story ranch offers a delightful living experience. The generously sized master suite features a spacious bath and walk-in closet. The split floor plan ensures privacy, with three well-appointed rooms on the opposite side of the house. Wood floors throughout, granite counters in the kitchen and bathrooms. Kitchen features soft touch cabinets

Michael Ford FANNIE HILLMAN & ASSOCIATES

1771 Winchester Dr, Winter Park, FL 32789
/2
$540,000 Sold Mar 14, 2025
- 1,267 Sq Ft
- $426/SF
- 2 Beds
- 2 Baths
- Built 1971
100 S Interlachen Ave Unit 415, Winter Park, FL 32789

Situated in a prime location, this condominium presents an excellent opportunity for customization and renovation. Sold as-is, this residence offers a spacious layout with ample potential to reimagine its interiors to suit modern living. Positioned within The Cloisters sought-after community, residents enjoy access to desirable amenities and a convenient setting near shopping, dining, and local

Stellar Non-Member Agent Stellar Non-Member Office

100 S Interlachen Ave Unit 415, Winter Park, FL 32789
/2
$478,000 Sold Feb 28, 2025
- 1,030 Sq Ft
- $464/SF
- 2 Beds
- 2 Baths
- Built 1955
2877 Euston Rd, Winter Park, FL 32789

FSBO

Stellar Non-Member Agent Stellar Non-Member Office

2877 Euston Rd, Winter Park, FL 32789

Showing Results 441 - 480, Page 12 of 13

Florida Orange County Winter Park 32789

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