657 Duff Dr, Winter Garden, FL 34787
OFF MARKET

657 Duff Dr
Winter Garden, FL 34787

  • 4 Beds
  • 3 Baths
  • 2,933 sqft

$853,800

Trulia Estimate
as of Jul 26, 2026
Est. Refi. Payment $5,966/mo*
Refinance Your Home

$853,800

Trulia Estimate
as of Jul 26, 2026
Est. Refi. Payment $5,966/mo*
Refinance Your Home
4 Beds
3 Baths
2,933 sqft

Local Information

  • Map ViewExplore the area around 657 Duff Dr.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
2005
Living Area
2,933 sqft
Price/Sqft
$291
Parking
2 Car Garage
HOA
$189/Monthly

About this House

Welcome to 657 Duff Dr—a spacious and beautifully upgraded pool home located in Glynwood, one of Winter Garden’s most desirable neighborhoods. With over 2,000 square feet of living space, a split floor plan, and soaring high ceilings, this home offers the perfect blend of comfort, privacy, and modern design. Step inside to find luxury vinyl plank (LVP) flooring throughout, giving the home a sleek and cohesive feel. The fully remodeled kitchen (2025) is a true showstopper, featuring brand-new appliances, custom cabinetry, quartz countertops, and stylish finishes perfect for entertaining or everyday living. Both the primary suite bathroom and guest bath were also updated in 2025 with contemporary tile, vanities, and fixtures. Major systems have been recently upgraded, including a new roof, A/C in 2022, offering peace of mind and long-term value. Step outside to your own private oasis, complete with a sparkling pool and relaxing hot tub—ideal for enjoying Florida’s sunshine year-round. This home is also part of the Stone Crest community, which features a clubhouse, community pool, playground, tennis courts, and a scenic walk path around a beautiful pond. Located just minutes from historic downtown Winter Garden, the West Orange Trail, and top-rated schools, this home offers unbeatable access to shopping, dining, parks, and recreation. Whether you're headed to the Farmer’s Market, catching a performance at the Garden Theatre, or hopping on the 429 for an easy commute, this location has it all. Don’t miss your opportunity to own this move-in-ready gem in the heart of Winter Garden! <iframe src="https://www.zillow.com/view-imx/a5e72bc4-7098-4731-81dd-16bb98dbb578?setAttribution=mls&wl=true&initialViewType=pano&utm_source=dashboard" width="100%" height="790px" frameBorder="0" style="border: 0;"></iframe><br>Brought to you by <a href="" target="_blank">The A List</a>
657 Duff Dr, Winter Garden, FL 34787 is a 4 bedroom, 3 bathroom, 2,933 sqft single-family home built in 2005. It last sold for $852,000 on Sep 5, 2025 (2% below the $865,000 asking price). It is currently off market. The Trulia Estimate is $853,800, with a rent estimate of $3,724/month.

Home Details for 657 Duff Dr

Interior Features

Interior Details
Number of Rooms: 7Types of Rooms: Primary Bedroom, Bedroom 2, Bedroom 3, Dining Room, Family Room, Kitchen, Living Room
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 3Number of Bathrooms (full): 3
Dimensions and Layout
Living Area: 2933 Square Feet
Appliances & Utilities
Utilities: Electricity Available, Electricity Connected, Propane, Sewer Connected, Street Lights, Water ConnectedAppliances: Oven, Cooktop, Dishwasher, Disposal, Microwave, Range Hood, RefrigeratorDishwasherDisposalLaundry: Inside,Laundry RoomMicrowaveRefrigerator
Heating & Cooling
Heating: CentralHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Central
Fireplace & Spa
Spa: Heated, In GroundNo FireplaceHas a Spa
Gas & Electric
Has Electric on Property
Windows, Doors, Floors & Walls
Window: Window TreatmentsDoor: Sliding DoorsFlooring: Luxury Vinyl
Levels, Entrance, & Accessibility
Stories: 1Number of Stories: 1Levels: OneFloors: Luxury Vinyl
View
No View

Exterior Features

Exterior Home Features
Roof: ShingleExterior: SidewalkFoundation: SlabHas a Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageHas an Attached GarageParking Spaces: 2Parking: Garage Attached
Pool
Pool: In GroundPool
Frontage
Road Surface Type: Asphalt, PavedNot on Waterfront
Water & Sewer
Sewer: Public Sewer

Days on Market

Cumulative Days on Market: 25

Property Information

Year Built
Year Built: 2005
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence
Building
Construction Materials: Block, Concrete, StuccoNot a New ConstructionNo Additional Parcels
Property Information
Parcel Number: 352227312600330

Price & Status

Price
List Price: $865,000
Status Change & Dates
Off Market Date: Fri Aug 08 2025

Active Status

MLS Status: Sold

Media

Location

Direction & Address
City: WINTER GARDENCommunity: LAKE FOREST SEC 10A
School Information
Elementary School: SunRidge ElementaryJr High / Middle School: SunRidge MiddleHigh School: West Orange High

Building

Building Area
Building Area: 3260 Square Feet

Community

Not Senior Community

HOA

HOA Name: Southwest Property Management - Ben QuijanoHOA Phone: 407-656-1081Association for this Listing: Orlando RegionalHas an HOAHOA Fee: $189/Monthly

Lot Information

Lot Area: 10625 sqft

Listing Info

Special Conditions: None

Offer

Listing Terms: Cash, Conventional, FHA, VA Loan

Business

Business Information
Ownership: Fee Simple

Miscellaneous

Mls Number: O6326292Back On Market Date: Fri Jul 18 2025Universal Property Id: US-12095-N-352227312600330-R-N
Last check for updates: about 2 hours ago
Listed by Abby Greenberg, (407) 484-2689
COMPASS FLORIDA LLC, (407) 203-9441
Jesse Rottinghaus, (407) 808-5670
COMPASS FLORIDA LLC, (407) 203-9441
Bought with: Erica Diaz, (407) 897-5400, HOMEVEST REALTY, (407) 897-5400
Co-Buyer's Agent: Luiza Valerio, (407) 993-2427, HOMEVEST REALTY, (407) 897-5400
Originating MLS: Orlando Regional
Source: Stellar MLS, MLS#O6326292
IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Some IDX listings have been excluded from this website.
Listing Information presented by local MLS brokerage: Zillow, Inc - (407) 904-3511

Price History for 657 Duff Dr

DatePriceEventSource
09/05/2025$852,000Sold
Stellar MLS #O6326292
08/11/2025$865,000PendingStellar MLS #O6326292
08/08/2025$865,000PriceChange
Stellar MLS #O6326292
07/18/2025$895,000PendingToActiveStellar MLS #O6326292
07/16/2025$895,000PendingStellar MLS #O6326292
07/11/2025$895,000Listed For SaleStellar MLS #O6326292
04/30/2025$500,000Sold
N/A
09/26/2024$730,000ListingRemovedStellar MLS #O6222834
07/12/2024$730,000Listed For SaleStellar MLS #O6222834
04/21/2005$361,400Sold
N/A

Market trends in Winter Garden

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$588K
$4.17KMoM
Sale-to-List Price
98.4%
0.1%MoM
Price per sq ft
$251
$3MoM
Available listings
762
18MoM
Skip to last item
  • Results are loading
Skip to first item

Property Tax and Assessment

Year2024
Tax$4,593
Assessment$641,027
Home facts updated by county records

Comparable Sales for 657 Duff Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
724 Duff Dr, Winter Garden, FL
0.08
Single-Family Home
$885,000
10/24/25
4
4
3,881
13609 Glynshel Dr, Winter Garden, FL
0.30
Single-Family Home
$900,000
09/19/25
4
3
2,923
276 Summer Pine St, Winter Garden, FL
0.26
Single-Family Home
$826,170
08/09/25
5
3
3,147
748 Duff Dr, Winter Garden, FL
0.14
Single-Family Home
$942,900
08/04/25
4
4
3,806
210 Woodfall Ln, Winter Garden, FL
0.25
Single-Family Home
$995,610
10/31/25
4
3
2,400
831 Lost Grove Cir, Winter Garden, FL
0.14
Single-Family Home
$760,000
12/05/25
5
4
3,472
621 Lost Grove Cir, Winter Garden, FL
0.20
Single-Family Home
$520,000
09/16/25
4
2.5
2,521
350 Crystal Wood Dr, Winter Garden, FL
0.15
Single-Family Home
$979,520
12/22/25
5
3.5
3,845
222 Woodfall Ln, Winter Garden, FL
0.29
Single-Family Home
$1,120,100
05/08/26
4
3.5
2,452

Nearby homes

Get a sense of prices in the area by checking nearby homes.
Skip to last item
Skip to first item

Assigned Schools

These are the assigned schools for 657 Duff Dr.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Winter Garden

At least 511 Trulia users voted on each feature.

  • 92 % Say it's dog friendly

  • 88 % Say there are sidewalks

  • 86 % Say car is needed

  • 83 % Say parking is easy

  • 81 % Say there's holiday spirit

  • 78 % Say kids play outside

  • 76 % Say it's quiet

  • 75 % Say streets are well-lit

  • 74 % Say people would walk alone at night

  • 72 % Say yards are well-kept

  • 61 % Say they plan to stay for at least 5 years

  • 54 % Say neighbors are friendly

  • 54 % Say there's wildlife

  • 50 % Say it's walkable to grocery stores

  • 47 % Say it's walkable to restaurants

  • 43 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • jhp331
    "A rated schools and lots to do for families "
    0
    Flag
  • Trulia User
    "Its great to live this area we have market and restauran near us . We can walk when we want in our neighboorhood. We have parks schools near us …"
    0
    Flag
  • Amanda
    "Great safe area for all ages and diversity. Good schools, lots of shopping, dining, nearby and more coming."
    0
    Flag
  • Ypgs9v7hpd
    "It is a nice area and the schools are nice. It is good area to raise children away from the tourists area and the city ."
    0
    Flag
  • Ypgs9v7hpd
    "The only thing that is unique about this neighborhood is the people that are friendly and the kids get along great. The only downside of living here in Wintergarden is it’s not enough places to go out to eat and it is not enough places for kids to hang out or teenagers to hang out and the closest place for teenagers to hang out is at the Wintergarden Grove area where you have to take off the exit 9, which I think that’s a bit too far for them to hang out when they can remain closer, it would be better if they had a place to hang out within the neighborhood. Also, Price is over here for a living is very high so if you’re not making a decent amount of money, it is expensive even the apartments that are surrounding it. It’s expensive.."
    0
    Flag
  • Emilye Chasen
    "Downtown events occur all the time. Christmas, Halloween, 4th of July etc. Santa comes down my street"
    1
    Flag
  • Ypgs9v7hpd
    "I’ve living here for the last 3 yrs. It’s nice area, people are nice. It’s nice area to raise your family there."
    0
    Flag
  • Heather Kotyk
    "I work near the airport and the commute using the turnpike and I4 is about 25-30 minutes. Traffic is usually manageable and continuously is moving "
    0
    Flag
  • Erin
    "There are many families in the neighborhood, a great playground and an A rated school nearby. There’s also a grocery store and pharmacy conveniently within a mile. "
    0
    Flag
  • Maria Rojas
    "Great place to have a family, lots of parks and activities for kids. Amazing schools and the community is very united. Most communities have hoa "
    0
    Flag
  • Rosa Aguilar
    "There’s lots of places, activities, parks, trails to take kids. There’s also lots of churches with daycare and city programs for children to take part in."
    0
    Flag
  • Andres.toro
    "Mostly all good schools. A lot of parks (and a few others upcoming) and services are increasing in availability. "
    0
    Flag
  • Logan Mahalek
    "The historic area of downtown winter garden boasts local shops and restaurants and also hosts a farmers market every weekend. There is also plenty of name brands within 15 minutes "
    0
    Flag
  • Cfbranf3rd
    "I’m don’t have a commute, as I’m retired. I’m in Cypress Reserve, and Avalon Road can be a nightmare at school drop off/pick up times."
    0
    Flag
  • Kelly
    "Beautiful, safe & friendly area. Winter Garden is a great place to raise a family! This is a very active area with tons of activities. Lots of wildlife & opportunities to get in touch with nature. Big, beautiful Florida birds and animals all around. Great restaurants too! "
    0
    Flag
  • Geisha
    "In Winter Garden for the area's of Horizon West, Hamlin, Summerlake, Waterleight, The Grove is amazing is like living in a perfect community bubble completely recomend"
    0
    Flag
  • Catherine Law
    "There is a private lake side park and a bbq area. Dogs poop trash and bags available. Dogs need to be on leash all the time. No many houses are fenced. "
    0
    Flag
  • Vanessaasantini
    "Wonderful , Safe, beatiful, peaceful, very good, clean, good school, nice and bog city Close to supermarket, gas station "
    2
    Flag
  • Aj2636
    "Halloween costume parties for kids. Community Easter egg hunts. Santa Claus visits on a fire truck. Community watch parties for football games. A soccer field, tennis courts, pickleball courts and basketball courts that allow the neighborhood to enjoy each other’s company. During COVID, we had live music performances in the park."
    0
    Flag
  • Cara Conley
    "The area is established and offers. Great amenities within 15 minutes. Clean and safe and welcoming."
    1
    Flag
  • Isaac Peterson
    "Very friendly and helpful neighbors, and the schools are awesome. Very safe "
    2
    Flag
  • Aj2636
    "I’ve lived here for 11 years. It’s close to shopping. The neighborhood feels comfortable with homes far apart from each other. Nice lakes nearby that most neighborhoods have access to. Hospital close-by for emergencies."
    1
    Flag
  • Felton.amanda
    "I lived here for 10 years and just now moving this month. The neighborhood is safe not a lot of crime just a few thieves here and there that steal packages from ppls door steps occasionally."
    1
    Flag
  • Dismiki24
    "Lots of dogs in our neighborhood but many don’t pick up after their dogs. There is a dog park nearby "
    0
    Flag
  • Jason M.
    "We see people walk their dogs all the time. The neighborhood has dog stations for easy to dispose of waste. "
    0
    Flag
  • Megan E.
    "You will love it! Lots of dog owners and very kind. Lots of doggy poop bag stations as we all know! Great dog parks and trails to go on lovely long walks. "
    13
    Flag
  • Zimmiac
    "Everything is very nice ,and the persons are very nice ,very quite area and the schools are good also,parks and events as well very nice"
    0
    Flag
  • Lil D.
    "The people and shops are great. Love all the bike tails as well. Every Saturday they have the farmers market and quite enjoyable to go to and walk around. "
    0
    Flag
  • John D. H.
    "average, plenty of bus access, no major traffic issues. normal boring vanilla winter garden. lahdeedah"
    0
    Flag
  • Hollister M.
    "Lots of dogs. Most people are very polite about their dogs. People with cats do not keep them indoors and they roam the streets a lot. Most people pick up after their dogs and keep them on leashes."
    0
    Flag
  • Jim
    "It’s an amazing place to love. Doesn’t feel like living in Florida. I love living the country and still being close to Disney"
    6
    Flag
  • Cathy
    "Great it is safe and very homey the people are friendly and irs all clean. Very close to shopping places to eat and nice bars "
    5
    Flag
  • Jonathancrespo21
    "We have a neighborhood Facebook page open to everyone and we use this to communicate with each other regularly. We participate in food drives, raise money for special causes, and even sponsor dinners for our local police, firefighters, and nurses."
    0
    Flag
  • Chuckfink
    "Farmers market every Saturday. Monthly events downtown, car shows, Christmas party, local community theater. Things to do almost every week."
    0
    Flag
  • Valerie
    "Weekend Farmers Market. Beautiful downtown area. Older historic feeling. Very convenient with shops food and stores. Best city I've lived in since being here in Florida."
    0
    Flag
  • jay j
    "People love dogs. They are loving animals that make everyone happy when they see them. Most people now a days have dogs"
    0
    Flag
  • Nicola O.
    "Some neighbors don’t clean up after their pets or leave their pets on the balcony barking all night long, but there is a lot of open grass fields and dog stations all throughout. "
    0
    Flag
  • Candy H.
    "Winter Garden Farmer’s Market and shows going on at the Garden Theatre, along with more dog friendly mom and pop places."
    0
    Flag
  • Ryanm1995
    "They will love this neighborhood. Bright open space to walk around. We also have a lot of friendly dog in our neighborhood. "
    0
    Flag

LGBTQ Local Legal Protections

Apartments for Rent

Skip to last item
Skip to first item

Explore by feature - Pet Friendly

156 pet-friendly rentals in Winter Garden, FL

Explore by feature - Garage

108 rentals with a garage in Winter Garden, FL

Explore by feature - Air Conditioning

122 rentals with air conditioning in Winter Garden, FL

Explore by feature - Pool

173 rentals with a pool in Winter Garden, FL

Explore by feature - Washer/dryer

128 rentals with a washer/dryer in Winter Garden, FL

Explore by feature - Outdoor Space

38 rentals with an outdoor space in Winter Garden, FL

Homes for sale near 657 Duff Dr

Skip to last item
Skip to first item

Off Market Homes Near 657 Duff Dr

Skip to last item
Skip to first item