41
$320,000
3 bd · 2 ba · 1,156 sqft
148 Oak Grove Rd, Winter Park, FL
Kelly Althof · CENTRAL FLORIDA REALTY EXPERTS
$2.36/sqft/mo · 15 days on Realty
5
Beds
2
Baths
2,750
Sqft
1963
Built
Experience elevated Winter Park living in this beautifully remodeled 5 bedroom, 2 bath residence, offering approximately 2,750 square feet of thoughtfully updated living space on an oversized corner lot, where modern design, generous indoor and outdoor space and an ideal location come together to offer the best of the Winter Park - Baldwin Park lifestyle. Recently renovated with designer finishes throughout, this home offers a fresh, sophisticated interior with an open and inviting floor plan designed for both everyday living and entertaining. Stylish finishes, updated flooring, modern lighting and carefully selected details create a polished, move-in-ready home with a contemporary feel. The spacious living areas provide plenty of room to gather and entertain, while the wood-burning fireplace adds warmth and character. A versatile flex/bonus space offers endless possibilities as a home office, playroom, media room or additional lounge. Outside, enjoy a spacious private fenced backyard surrounded by mature landscaping, offering plenty of room to relax, entertain and enjoy the Florida lifestyle. The oversized corner lot provides an added sense of space and privacy, and lawn service is included in the monthly rent for added convenience. An oversized 2-car garage provides additional storage and convenience. LOCATION is another standout feature! Enjoy easy access to some of Central Florida’s most desirable neighborhoods and lifestyle destinations, including Baldwin Park, Audubon Park Garden District, Corrine Drive and Downtown Winter Park. Just minutes away, enjoy Blue Jacket Park, East End Market, Harry P. Leu Gardens, the Winter Park Chain of Lakes and the shopping, dining and entertainment along iconic Park Avenue. Nearby Baldwin Park offers scenic walking and biking trails around Lake Baldwin along with restaurants, cafes, shopping and community events. Food lovers will appreciate being close to popular local destinations including DOMU, Gideon’s Bakehouse and Lineage Coffee at East End Market, plus the many restaurants and neighborhood favorites throughout Audubon Park, Baldwin Park and Winter Park. Zoned schools include Audubon Park K-8 and Winter Park High School. Prospective tenants should independently verify current school zoning and enrollment eligibility with Orange County Public Schools. Available for lease and ready to welcome its next residents. Lawn service included!
Listing agent
Monica Vega Stiskin, LLC
Courtesy of PREFERRED REAL ESTATE BROKERS
(917) 405-7132
Stellar MLS · Listing MFRO6446473
2026 roll
School ratings (A+ to F) from HJN community data.
Glenridge Middle School
6-8 · Regular · Orange County School District
1,111 students · 19.2:1 student–teacher
Baldwin Oaks Academy
PK-T1 · Montessori
8 students · 2.0:1 student–teacher
Audubon Park School
PK-8 · Regular · Orange County School District
1,184 students · 15.6:1 student–teacher
Baldwin Park Elementary School
PK-5 · Regular · Orange County School District
732 students · 15.6:1 student–teacher
Winter Park High School
9-12 · Regular · Orange County School District
3,277 students · 23.1:1 student–teacher
All Saints School
PK-KG · Early Childhood Program/Child Care Center
7 students · 1.8:1 student–teacher
United Christian Academy Preparatory School
PK-3 · Regular
36 students · 4.9:1 student–teacher
Methodist School for Early Education
PK-KG · Early Childhood Program/Child Care Center
2 students · 0.9:1 student–teacher
Within 2 miles of this home: 40+ restaurants and cafés, 7 grocery stores, 38+ parks and green spaces, and 25 transit stops.
Place data from OpenStreetMap.
Lineage Coffee Roasting
DOMU
Corrine Drive
Gideon's Bakehouse
Wafu
Corrine Drive
Hinckley's Fancy Meats
Corrine Drive
Bem Bom on Corrine
Corrine Drive
The Salty Donut
Stardust Video and Coffee
East End Market
Publix
Meeting Place
Sprouts Farmers Market
Aloma Avenue
The Fresh Market
iFresh Market
East Colonial Drive
ALDI
East Colonial Drive
Walmart Neighborhood Market
North Semoran Boulevard
Lake Howard
Lake Chelton
Lake Spier
Lake Berry
Beeman Park
Lake Virginia
Lake Sue
Blue Jacket Memorial Park
West Fairbanks Avenue and South New York Avenue
Winter Park
South New York Avenue and West New England Avenue
Orange Avenue and Holt Avenue
Orange Avenue and South Pennsylvania Avenue
New York Avenue and Welbourne Avenue
West Morse Boulevard and South New York Avenue
Morse Boulevard and New York Avenue
Stellar MLSThis content last refreshed on 2026-10-17 05:44:47 UTC. Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.
41
$320,000
3 bd · 2 ba · 1,156 sqft
148 Oak Grove Rd, Winter Park, FL
Kelly Althof · CENTRAL FLORIDA REALTY EXPERTS
Price Reduced68$799,000
5 bd · 3 ba · 2,242 sqft
1927 Eland Ave, Winter Park, FL
Ryan Leitter · CHARLES RUTENBERG REALTY ORLANDO
55$985,000
4 bd · 4 ba · 2,916 sqft
1611 Chestnut Ave, Winter Park, FL
Gunel Aydamirli · OLYMPUS EXECUTIVE REALTY INC
Price Reduced25$439,000
3 bd · 2 ba · 1,606 sqft
950 Hanover Ave, Winter Park, FL
Michael Domi · COMPASS FLORIDA LLC
New70$6,000,000
5 bd · 7 ba · 4,806 sqft
1011 McKean Cir, Winter Park, FL
Clay Wooten · UNITED REAL ESTATE PREFERRED
31$1,599,000
4 bd · 4 ba · 2,942 sqft
533 Country Club Dr, Winter Park, FL
Jill Healey · KELLER WILLIAMS WINTER PARK





Rings at ½ mile and 1 mile. Basemap © OpenMapTiles © OpenStreetMap contributors.
Open the Winter Park camera map1 license-plate reader mapped within ½ mile of this home, identified as a Flock Safety device. Nearest: 0.3 mi south.
| Device type | Within ½ mi | Within 1 mi |
|---|---|---|
| License-plate readers | 1 | 2 |
| of which Flock Safety | 1 | 2 |
Community-reported via OpenStreetMap; may be incomplete. Data as of . © OpenStreetMap contributors (ODbL)
License-plate readers (ALPR) are fixed cameras that photograph passing vehicles and read their plates. Records are typically shared with the agency or association that operates the camera.
Flock Safety is a company whose plate-reader cameras are used by police departments, cities, HOAs and businesses. Its devices are usually solar-powered and pole-mounted.