Recently Sold Winter Park, FL Homes

/2
$916,000 Sold Jul 17, 2025
- 1,981 Sq Ft
- $462/SF
- 8 Days On Market
- 3 Beds
- 2.5 Baths
- Built 1960
609 Langholm Dr, Winter Park, FL 32789

Nestled in the heart of Winter Park in one of the area’s most sought-after neighborhoods, this professionally designed and fully renovated 3-bedroom, 2.5-bathroom home offers luxurious living with timeless modern style.Step inside to an open-concept layout featuring a gourmet kitchen outfitted with custom cabinetry, stunning quartz countertops, GE Cafe appliances, a Thermador drawer-style

Jason Shore JMO REAL ESTATE GROUP

609 Langholm Dr, Winter Park, FL 32789
/2
$415,000 Sold Jul 17, 2025
- 1,996 Sq Ft
- $208/SF
- 22 Days On Market
- 4 Beds
- 2 Baths
- Built 1977
5436 Tangerine Ave, Winter Park, FL 32792

Beautiful 4-Bedroom, 2-Bath Home in Winter Park (32792) — No HOA!Enter through your double front doors into a thoughtfully updated, move-in ready home. You're welcomed by a charming entry nook with a bench and hooks—perfect for organizing shoes, backpacks, and daily essentials.The formal living and dining rooms offer flexible space for entertaining or can easily be converted into a

Amy Phillips CALL IT CLOSED INTL REALTY

5436 Tangerine Ave, Winter Park, FL 32792
/2
$415,000 Sold Jul 17, 2025
- 1,414 Sq Ft
- $293/SF
- 15 Days On Market
- 3 Beds
- 2 Baths
- Built 1985
5575 Garden Grove Cir, Winter Park, FL 32792

Charming 3-Bedroom, 2-Bathroom Home with Pool in the Heart of Winter ParkNestled in the desirable Park Avenue area of Winter Park, this beautiful single-family home offers the perfect blend of comfort and convenience. Enjoy easy access to the vibrant downtown Winter Park, known for its charming boutiques, cafes, and cultural attractions.This home features 3 spacious bedrooms and 2

Torey Eisenman BENCHMARK REAL ESTATE GRP INC

5575 Garden Grove Cir, Winter Park, FL 32792
/2
$286,000 Sold Jul 17, 2025
- 1,401 Sq Ft
- $204/SF
- 16 Days On Market
- 3 Beds
- 2 Baths
- Built 1962
1670 Clematis Ln, Winter Park, FL 32792

Location, Location, Location! Don’t miss this fantastic opportunity in highly desirable Winter Park—a beautiful 3-bedroom, 2-bath home with a heated pool! Recent Upgrades Include: Pool resurfaced (2023), Electrical panel replaced (2023), New roof and AC (2021), New water heater, Fully fenced backyard for privacy and convenience. While the home boasts major mechanical updates, the price reflects

Betsy Breton-Garcia KELLER WILLIAMS WINTER PARK

1670 Clematis Ln, Winter Park, FL 32792
/2
$760,000 Sold Jul 17, 2025
- 2,192 Sq Ft
- $347/SF
- 42 Days On Market
- 4 Beds
- 3 Baths
- Built 2019
2159 Marsh Sedge Ln, Winter Park, FL 32792

JUST LISTED - FANTASTIC WINTER PARK CONSERVATION LOT HOME LOCATED IN THE HEART OF THE PRESERVE AT HAWKS CREST!– 2159 Marsh Sedge Lane, Winter Park – Stunning Hawk’s Crest Residence – Offered at $789,000! Highly desirable, single-story residence in Winter Park’s newest gated community. This is the Pomelo model built by Meritage Homes. An absolutely stunning, immaculate, "betterthan new

Robert Kurzreiter PA KELLER WILLIAMS REALTY AT THE PARKS

2159 Marsh Sedge Ln, Winter Park, FL 32792
/2
$252,500 Sold Jul 17, 2025
- 1,669 Sq Ft
- $151/SF
- 65 Days On Market
- 2 Beds
- 2 Baths
- Built 1985
2309 Sun Valley Cir, Winter Park, FL 32792

Welcome to the largest floor plan in the community! This beautifully maintained 2 bedroom, 2 bathroom condo offers a fresh coat of interior paint and a thoughtfully designed layout perfect for comfortable living and entertaining.The main floor features two spacious bedrooms and an open-concept living and dining area, while the upstairs boasts a generous loft—ideal for a third bedroom,

Kristin Vogt CENTURY 21 INTEGRA

2309 Sun Valley Cir, Winter Park, FL 32792
/2
$310,000 Sold Jul 17, 2025
- Land
- 1.01 Acres
- $306,931 per Acre
- 94 Days On Market
3520 Wilde Ave, Winter Park, FL 32792

Discover the ideal spot for your dream home on this cleared, ready-to-build spacious, just over an acre, lot in coveted Winter Park. Nestled on the end of a quiet cul-de-sac yet situated minutes to Park Avenue boutique shops and restaurants (5.2 mi. away), Dinky Dock public boat ramp (5 mi.), and 3 local universities - Rollins (5.2 mi.), UCF (5.5 mi.) and Full Sail (1.6 mi.). A cleared and level

Gwendolen Flynn COLDWELL BANKER RESIDENTIAL RE

3520 Wilde Ave, Winter Park, FL 32792
/2
$439,000 Sold Jul 17, 2025
- 1,688 Sq Ft
- $260/SF
- 137 Days On Market
- 4 Beds
- 2 Baths
- Built 1965
2823 Cady Way, Winter Park, FL 32792

Gorgeous new flooring throughout the home!!New roof 2020! New water heater 2025. Beautiful Winter Park 4 Bedroom/ 2 Bath home in the sought-after Winter Park Pines neighborhood! This lovely residence has a beautiful split floorplan with lots of natural light! This home offers both a separate family room and living room to provide ample space to entertain or enjoy a relaxing evening with the

Ingrid Livingston COLDWELL BANKER RESIDENTIAL RE

2823 Cady Way, Winter Park, FL 32792
/2
$400,000 Sold Jul 16, 2025
- 1,503 Sq Ft
- $266/SF
- 15 Days On Market
- 3 Beds
- 2 Baths
- Built 1967
3443 Arnel Dr, Winter Park, FL 32792

Welcome home to 3443 Arnel Drive, perfectly positioned in the heart of Eastbrook, one of Winter Park’s most desired and established neighborhoods. This home effortlessly balances classic character with thoughtful updates, offering a layout that just makes sense! Whether you're raising a family, hosting friends, or simply enjoying your own space. This home is a must see! Step inside and you’re

Lana More KELLER WILLIAMS WINTER PARK

3443 Arnel Dr, Winter Park, FL 32792
/2
$192,000 Sold Jul 16, 2025
- 1,059 Sq Ft
- $181/SF
- 40 Days On Market
- 2 Beds
- 2 Baths
- Built 1973
4878 Tangerine Ave, Winter Park, FL 32792

WATCH REAL VIDEO & 3D TOUR! Welcome to 4878 Tangerine Ave, a beautifully MOVE IN READY- NEW ROOF - NEW FLOORS- FRESH PAINT updated 2-bedroom, 2-bathroom condo nestled in the serene and highly desirable Wrenwood Condominiums of Winter Park with Community POOL/GYM and ample parking. Yard maintenance, Roof replacement, Trash, and Water are included in the HOA. Step inside and be greeted by

Arthur Love LA ROSA REALTY ORLANDO LLC

4878 Tangerine Ave, Winter Park, FL 32792
/2
$285,123 Sold Jul 15, 2025
- 1,310 Sq Ft
- $218/SF
- 24 Days On Market
- 2 Beds
- 2 Baths
- Built 1986
5588 Garden Grove Cir, Winter Park, FL 32792

Location, Location, Location! This 3-bedroom, 2-bathroom gem is perfect for families and offers everything you need to feel right at home. This one boasts a Great Room Plan that’s perfect for entertaining! The gally kitchen has a Breakfast Bar and overlooks the dining area and great room. The home offers a 3-way split The Master Suite has with Stall Shower and laminate flooring. You’ll also find

Joyce Sanders FLORIDA REAL ESTATE PROPERTIES LLC

5588 Garden Grove Cir, Winter Park, FL 32792
/2
$750,000 Sold Jul 15, 2025
- 3,493 Sq Ft
- $215/SF
- 14 Days On Market
- 5 Beds
- 3 Baths
- Built 1969
103 Longhorn Rd, Winter Park, FL 32792

One or more photo(s) has been virtually staged. Spacious 5 bedroom, 3 bathroom courtyard ranch home offers the perfect blend of comfort and functionality on a spacious .73 acre lot. Upon entering the home, you step into a foyer with the living room/den, dining room, owner’s suite and en suite bathroom to the left, a centrally located kitchen and the family room and additional bedrooms and

Lisa Gould KELLER WILLIAMS WINTER PARK

103 Longhorn Rd, Winter Park, FL 32792
/2
$400,000 Sold Jul 15, 2025
- 1,704 Sq Ft
- $235/SF
- 23 Days On Market
- 4 Beds
- 2 Baths
- Built 1974
1017 Manchester Cir, Winter Park, FL 32792

Under contract-accepting backup offers. Seller will assist with closing costs! Welcome to your dream home in the highly sought-after Howell Estates community of Winter Park, Florida! This immaculate four-bedroom, two-bathroom residence is perfectly situated on just under a quarter acre, surrounded by lush, mature landscaping that enhances its curb appeal. Step inside this well-maintained gem,

Jenaia Fowlkes FOWLKES REALTY CO

1017 Manchester Cir, Winter Park, FL 32792
/2
$266,000 Sold Jul 15, 2025
- 1,092 Sq Ft
- $244/SF
- 25 Days On Market
- 2 Beds
- 2 Baths
- Built 1985
5518 Cretan Way, Winter Park, FL 32792

This charming 2-bedroom, 2-bath townhome in the quiet and friendly Fernbrook Trails community in Winter Park is ready for it's new owner. This one-story home has a warm, open feel with wood-look tile flooring throughout. The kitchen has everything you need—stainless steel appliances, a closet pantry, and tons of cabinet and counter space—and it opens right up to the dining area, making it great

Liam Pool HOMEVEST REALTY

5518 Cretan Way, Winter Park, FL 32792
/2
$82,000 Sold Jul 15, 2025
- 1,020 Sq Ft
- $80/SF
- 0 Days On Market
- 2 Beds
- 2 Baths
- Built 1974
186 Scottsdale Square Unit F186, Winter Park, FL 32792

Beautiful and well maintained 2 bedroom 2 bath condo. Located close to Full sail University. Stainless Steel appliances. New A/C February 2024. Condo was recently remodeled in October 2023 (all new kitchen - cabinets and appliances, new floors, new vanities in the bathrooms, new light fixtures. Easy access to major roads and highways. Beautiful outdoor area, playground, and pool.

John Harbuck FANNIE HILLMAN & ASSOCIATES

186 Scottsdale Square Unit F186, Winter Park, FL 32792
/2
$1,335,000 Sold Jul 15, 2025
- 3,046 Sq Ft
- $438/SF
- 75 Days On Market
- 4 Beds
- 4 Baths
- Built 2025
1077 Minnesota Ave, Winter Park, FL 32789

Under Construction. New Construction in the Heart of Winter Park by Nautilus Homes - Introducing an exceptional opportunity to own a brand-new luxury residence by award-winning builder Nautilus Homes, ideally situated between Orlando Avenue and Orange Avenue—just moments from Winter Park’s renowned shops, dining, and cultural attractions.This thoughtfully designed 4-bedroom, 4-bath estate

Jake Johnson SHORES REAL ESTATE

1077 Minnesota Ave, Winter Park, FL 32789
/2
$50,000 Sold Jul 15, 2025
- 590 Sq Ft
- $85/SF
- 105 Days On Market
- 1 Bed
- 1 Bath
- Built 1974
7309 Daniel Webster Dr Unit D, Winter Park, FL 32792

Priced to sell! Turnkey Investment Opportunity in Winter Park!Attention investors and savvy buyers—this 1-bedroom, 1-bath condo in the Colonies Condo community is the perfect low-maintenance, high-potential opportunity! With 610 sq. ft. of efficient living space, this unit is ideal for a young professional, student, or tenant looking for affordability in a prime location. Featuring vinyl

Benjamin Berry EXP REALTY LLC

7309 Daniel Webster Dr Unit D, Winter Park, FL 32792
/2
$1,400,000 Sold Jul 15, 2025
- 2,637 Sq Ft
- $531/SF
- 91 Days On Market
- 4 Beds
- 3.5 Baths
- Built 1960
1750 Winchester Dr, Winter Park, FL 32789

Welcome to this masterfully renovated Winter Park residence, where modern luxury meets timeless comfort in coveted Timberlane Shores. The heart of this home is a chef's dream kitchen, featuring a professional WOLF range, custom two-tone cabinetry in rich wood and sophisticated navy blue, and premium stone countertops that extend to a generous entertainment island. Gleaming terrazzo floors flow

Michael Ford FANNIE HILLMAN & ASSOCIATES

1750 Winchester Dr, Winter Park, FL 32789
/2
$125,000 Sold Jul 14, 2025
- 802 Sq Ft
- $156/SF
- 5 Days On Market
- 2 Beds
- 2 Baths
- Built 1983
7344 Swallow Run Unit 7344, Winter Park, FL 32792

Step into this beautiful 2-bedroom, 2-bathroom condo, freshly painted and filled with natural light throughout. The open-concept floor plan is perfect for entertaining, while the split-bedroom layout ensures added privacy for residents or guests.The primary suite features a walk-in shower, ample storage, and a private en-suite bath. Enjoy serene views of lush green space and located in

Merigan Barton DON HARKINS REALTY LLC

7344 Swallow Run Unit 7344, Winter Park, FL 32792
/2
$290,000 Sold Jul 14, 2025
- 1,020 Sq Ft
- $284/SF
- 8 Days On Market
- 2 Beds
- 2 Baths
- Built 1977
2541 Leeward Way, Winter Park, FL 32792

Discover One of Winter Park’s Best-Kept Secrets — Windward Square!Welcome to your beautifully renovated 2-bedroom, 2-bath townhome in the highly sought-after Windward Square community. This move-in ready home boasts a bright, open floor plan, with a modern kitchen that flows effortlessly into the spacious living area.The fully updated kitchen features brand-new stainless steel

Jason Howell REAL BROKER, LLC

2541 Leeward Way, Winter Park, FL 32792
/2
$365,000 Sold Jul 14, 2025
- 1,368 Sq Ft
- $267/SF
- 22 Days On Market
- 3 Beds
- 2 Baths
- Built 1987
1748 Harvest Cove, Winter Park, FL 32792

Tucked away in a quiet Winter Park cul-de-sac, this 3-bedroom, 2-bathroom home sits in one of the area’s most convenient spots with low taxes, low HOA, and access to top-rated schools.The layout flows well, with updated bathrooms, an enclosed porch for extra living space, and a backyard that’s great for entertaining. There’s even a partial pond view that adds a little extra charm. Whether

Matt Anderson EXP REALTY LLC

1748 Harvest Cove, Winter Park, FL 32792
/2
$1,050,000 Sold Jul 14, 2025
- 2,374 Sq Ft
- $442/SF
- 23 Days On Market
- 3 Beds
- 3.5 Baths
- Built 2017
795 W Canton Ave, Winter Park, FL 32789

Welcome to your dream home in the heart of beautiful Winter Park, Florida! Just a short stroll to iconic Park Avenue and Winter Park Village, this stunning modern Craftsman by David Weekley Homes perfectly blends luxury, comfort, and convenience.The thoughtfully designed floor plan features a downstairs primary suite, rich hardwood flooring, and sliding barn doors opening to a versatile

Margo Rochelle WEICHERT REALTORS HALLMARK PROPERTIES

795 W Canton Ave, Winter Park, FL 32789
/2
$2,435,000 Sold Jul 14, 2025
- 3,852 Sq Ft
- $632/SF
- 31 Days On Market
- 5 Beds
- 5.5 Baths
- Built 2019
1795 Greenwich Ave, Winter Park, FL 32789

Welcome to a one-of-a-kind, custom-designed residence offering the perfect blend of modern sophistication, thoughtful functionality, and resort-style amenities. Designed by Origins Residential Design and meticulously constructed by Native Homes, this 5-bedroom, 5.5-bathroom showplace is located in one of Winter Park’s most sought-after neighborhoods—just minutes from Park Avenue, Baldwin Park,

Jennifer Sloan KELLY PRICE & COMPANY LLC

1795 Greenwich Ave, Winter Park, FL 32789
/2
$705,000 Sold Jul 14, 2025
- 2,385 Sq Ft
- $296/SF
- 57 Days On Market
- 4 Beds
- 2 Baths
- Built 1979
1139 Fairway Dr, Winter Park, FL 32792

NEW LOWER PRICE 6/3/25, OWNER WANTS OFFERS. NO HOA. Fabulous RENOVATED home in the heart of Winter Park, where timeless charm meets tranquil Winter Park Pines golf course living. Nestled on a lush, manicured lot right on the 9th fairway, this expansive REMODELLED OPEN AND AIRY SPLIT-plan residence offers a SPLIT PLAN WITH 4 generously sized bedrooms, 2 full baths, and FABULOUS FLEX SPACE that

Gale Milgrim KELLER WILLIAMS WINTER PARK

1139 Fairway Dr, Winter Park, FL 32792
/2
$1,942,000 Sold Jul 14, 2025
- 3,907 Sq Ft
- $497/SF
- 50 Days On Market
- 5 Beds
- 5 Baths
- Built 1961
1394 Stewart St, Winter Park, FL 32789

One or more photo(s) has been virtually staged. Five-bedroom, 3900+ sq ft pool home with 3 car garage on a large corner lot in the sought -after Park Grove neighborhood near Lake Maitland and Park Avenue. Great Room consists of a Family Room area with a wood-burning fireplace and tray ceilings and a Sun Room area with bay windows and french doors overlooking the pool deck. Kitchen

Richard Vaughn REALTY ONE GROUP INSPIRATION

1394 Stewart St, Winter Park, FL 32789
/2
$5,400,000 Sold Jul 14, 2025
- 4,725 Sq Ft
- $1,143/SF
- 152 Days On Market
- 4 Beds
- 3.5 Baths
- Built 2008
541 Virginia Dr, Winter Park, FL 32789

*Price Improvement* The sellers received an unexpected opportunity and are relocating out of state, so the house is priced to sell quickly. Walk in with instant equity in this once in a lifetime lake home.Welcome to your dream home in the heart of Winter Park, Florida! Nestled in the prestigious Timberlane Shores neighborhood, this exquisite custom-built residence by Farina & Sons offers

Keith Moore HOMEVEST REALTY

541 Virginia Dr, Winter Park, FL 32789
/2
$385,000 Sold Jul 12, 2025
- 1,000 Sq Ft
- $385/SF
- 355 Days On Market
- 2 Beds
- 1 Bath
- Built 1960
151 N Orlando Ave Unit 131, Winter Park, FL 32789

FULL LAKE FRONT VIEW, ONE OUT OF 6 UNITS WITH BEST VIEW IN LAKE KILLARNEY CONDO! Amazing location in Winter Park! Full LAKEFRONT view, fully renovated end unit condo on spring fed, navigable, & private Lake Killarney. Sunset views every evening from your living, kitchen, dining, and master bedroom! . Lakefront pool and private boat dock with ~14 slips (see management for availability).

Adriana Montes MBA ? FLORIDA DREAMS REALTY GRP INC

151 N Orlando Ave Unit 131, Winter Park, FL 32789
/2
$420,000 Sold Jul 11, 2025
- 1,140 Sq Ft
- $368/SF
- 4 Days On Market
- 3 Beds
- 2 Baths
- Built 1961
2809 Sanbina St, Winter Park, FL 32789

Beautifully Updated 3 Bedroom, 2 Bath Pool Home in Desirable Winter Park! Welcome to your dream home! This spacious one story gem features 3 bedrooms, 2 full baths, and a private POOL, perfect for enjoying Florida living year round. Step inside to find brand NEW LUXURY VINYL PLANK flooring and FRESH INTERIOR PAINT throughout, giving the home a modern and move-in ready feel. The open layout offers

Harry Kazarian STRONG FOUNDATION REALTY LLC

2809 Sanbina St, Winter Park, FL 32789
/2
$472,500 Sold Jul 11, 2025
- 1,611 Sq Ft
- $293/SF
- 21 Days On Market
- 4 Beds
- 3.5 Baths
- Built 1980
1921 Heathwood Dr, Winter Park, FL 32792

Fully Renovated 4-Bedroom Home in Prime Winter Park Location – No HOA!Welcome to this beautifully updated block home in one of Winter Park's most desirable neighborhoods—offering modern upgrades, a spacious layout, and no HOA restrictions! Recently appraised at $518,000—appraisal is attached in the MLS for buyer confidence.This move-in-ready home features 4 full bedrooms and 3.5

Austin Cummings NEXTDWELL

1921 Heathwood Dr, Winter Park, FL 32792
/2
$618,900 Sold Jul 11, 2025
- 1,762 Sq Ft
- $351/SF
- 65 Days On Market
- 3 Beds
- 2 Baths
- Built 1963
624 Dunraven Dr, Winter Park, FL 32792

Welcome to this beautifully updated 3-bedroom, 2-bath home with a 2-car garage, nestled in the sought-after Kenilworth Shores neighborhood of Winter Park. Featuring an open-concept layout, the home is anchored by a modern kitchen with an island, stainless steel appliances, granite countertops, and stylishly renovated bathrooms. Enjoy cozy evenings by the fireplace or relax in the spacious,

Brian Rotenberger COMPASS FLORIDA LLC

624 Dunraven Dr, Winter Park, FL 32792
/2
$440,000 Sold Jul 10, 2025
- 1,806 Sq Ft
- $244/SF
- 6 Days On Market
- 3 Beds
- 2 Baths
- Built 1972
2312 Poinciana Rd, Winter Park, FL 32792

This charming single-story home offers a comfortable and versatile layout with 3 bedrooms and 2 bathrooms, perfect for families or those looking to spread out and relax. A bright and sunny kitchen flows into the cozy family room, making daily living easy and enjoyable. Just off the kitchen, the generous dining and living areas provide ample space for entertaining or unwinding at the end of the

Nickolas McKee KELLER WILLIAMS WINTER PARK

2312 Poinciana Rd, Winter Park, FL 32792
/2
$518,000 Sold Jul 10, 2025
- 2,006 Sq Ft
- $258/SF
- 12 Days On Market
- 4 Beds
- 2 Baths
- Built 1981
1360 Gladiolas Dr, Winter Park, FL 32792

Welcome to this beautifully remodeled 4BD/2BA home, featuring tons of updates, energy-efficient systems, and a desirable split floor plan. Enjoy new Luxury LVP flooring throughout the entire residence and ceramic tile in the bathrooms. Upon entry, you’re greeted by a spacious living room that flows seamlessly into a thoughtfully expanded kitchen, complete with custom Schuler cabinets, quartz

Raul Otero KELLER WILLIAMS ADVANTAGE III

1360 Gladiolas Dr, Winter Park, FL 32792
/2
$675,000 Sold Jul 10, 2025
- 1,275 Sq Ft
- $529/SF
- 1 Day On Market
- 2 Beds
- 2 Baths
- Built 1960
1511 Chestnut Ave, Winter Park, FL 32789

Attention builders and investors! Here’s your chance to own a prime property in the coveted Tree Streets of Winter Park, one of Central Florida’s most desirable neighborhoods. Whether you’re looking for immediate rental income or planning to build your dream home in the future, this opportunity is not to be missed!Tucked away just minutes from Phelps Park, the Winter Park YMCA, Lake

Kevin McClanahan FANNIE HILLMAN & ASSOCIATES

1511 Chestnut Ave, Winter Park, FL 32789
/2
$1,115,000 Sold Jul 10, 2025
- 3,096 Sq Ft
- $360/SF
- 50 Days On Market
- 3 Beds
- 3.5 Baths
- Built 1968
309 Park Ct N, Winter Park, FL 32789

Endless Potential in the Heart of Park North!Just steps from the charm and energy of Winter Park’s Park Avenue—where boutique cafes, fine dining, art galleries, museums, Central Park, and the Winter Park 9 Golf Course await—this rare Park North gem offers the ultimate opportunity to create your dream home.Nestled at the end of a peaceful cul-de-sac, this expansive .38-acre lot (16,534 SF)

Mary Colton FANNIE HILLMAN & ASSOCIATES

309 Park Ct N, Winter Park, FL 32789
/2
$645,000 Sold Jul 09, 2025
- 2,910 Sq Ft
- $222/SF
- 6 Days On Market
- 5 Beds
- 3 Baths
- Built 1979
4030 Cool Water Ct, Winter Park, FL 32792

Welcome to 4030 Cool Water Ct! Nestled in the highly desirable Lake Waunatta Woods neighborhood, this spacious Winter Park Pool home is zoned for top-rated schools, including Winter Park High School and Lakemont Elementary School. With a new roof installed in 2022, this 5-bedroom, 3-bath home offers peace of mind along with undeniable charm. Situated on an oversized lot surrounded by mature trees

Chris Creegan CREEGAN GROUP

4030 Cool Water Ct, Winter Park, FL 32792
/2
$386,000 Sold Jul 09, 2025
- 1,582 Sq Ft
- $244/SF
- 6 Days On Market
- 3 Beds
- 2 Baths
- Built 1980
2009 Nottingdale Ln, Winter Park, FL 32792

Large Pool Home in Winter Park. The home offers a large foyer and living room upon entering the home. You then enter into the dining room, dinette, and kitchen, and a nice sliding door that leads you into a very large screened-in pool, great for families and entertaining. The bedrooms are a split plan. The garage is a two-car garage that offers a space for the washer and dryer. The Roof was

Wendy Calvet OLDE TOWN BROKERS INC

2009 Nottingdale Ln, Winter Park, FL 32792
/2
$1,175,000 Sold Jul 08, 2025
- 1,867 Sq Ft
- $629/SF
- 7 Days On Market
- 3 Beds
- 2 Baths
- Built 1925
835 Antonette Ave, Winter Park, FL 32789

Charming 1925 Craftsman with Spanish-Style Guest Apartment in Winter Park's College Quarter.Nestled in the heart of the historic College Quarter, this beautifully preserved 1925 Craftsman home offers timeless character, modern livability, and a rare bonus: a separate Spanish/Moorish-style garage apartment with its own unique architectural flair.The main house features 3 bedrooms, 2

Alexis Davis FANNIE HILLMAN & ASSOCIATES

835 Antonette Ave, Winter Park, FL 32789
/2
$1,825,000 Sold Jul 08, 2025
- 3,830 Sq Ft
- $477/SF
- 10 Days On Market
- 4 Beds
- 4 Baths
- Built 2007
1665 Temple Dr, Winter Park, FL 32789

A rare gem in the heart of the Vias – Nestled in one of Winter Park’s most sought-after neighborhoods, this beautifully designed home is the epitome of comfort, luxury, and convenience. Located just minutes from Park Avenue, top-rated schools, and the best dining and shopping in Central Florida, this property offers an unbeatable lifestyle in a truly prime location.Inside, the home

Brandon Geers COMPASS FLORIDA LLC

1665 Temple Dr, Winter Park, FL 32789
/2
$1,275,000 Sold Jul 08, 2025
- 3,140 Sq Ft
- $406/SF
- 83 Days On Market
- 4 Beds
- 3.5 Baths
- Built 2018
2536 Brookshire Ave, Winter Park, FL 32792

Welcome to 2536 Brookshire Ave, a spacious 4-bedroom, 3.5-bath modern farmhouse located in the heart of Winter Park. The open floor plan enhances connectivity throughout, with a first-floor primary suite featuring generous his and her closets. Designer lighting and plumbing fixtures, custom interior paint, 8-foot doors, and wood-like tile floors create a cohesive design.Enjoy additional

Richard Palmano PALMANO GROUP RE BROKERAGE LLC

2536 Brookshire Ave, Winter Park, FL 32792
/2
$519,180 Sold Jul 08, 2025
- 2,205 Sq Ft
- $235/SF
- 201 Days On Market
- 4 Beds
- 2 Baths
- Built 1965
2518 Sweetwater Trail, Winter Park, FL 32789

Welcome home! This beautiful 4-bed, 2-bath pool home boasts a spacious 2,205 square feet of living space with a fantastic floor plan in Winter Park. Along with a new roof and water heater this home is ready for years of memories to come. A cozy entry foyer greets you at the front door and provides access to the secondary bedrooms, formal dining room, and well-lit family room enhanced by its

Joseph Doher BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY

2518 Sweetwater Trail, Winter Park, FL 32789

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