1755 DELAFIELD DRIVE, Winter Garden, FL 34787
OFF MARKET

$601,000

Trulia Estimate
  • 4 Beds
  • 3 Baths
  • 2,934 sqft

1755 DELAFIELD DRIVE, Winter Garden, FL 34787

Est. Refi. Payment $4,181/mo*
Refinance Your Home
Currently Off Market - Sold Dec 24, 2024 for $600,000

Home Value

Trulia Estimate
$601K
Since last month
Increased$5K (+0.8%)
Since last year
Increased$9K (+1.5%)
Since last sale
Increased$1K (+0.2%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +105% in the last 10 years
MonthEstimated value
2026
August 2026$601K
July 2026$597K
June 2026$592K
May 2026$590K
April 2026$582K
March 2026$576K
February 2026$581K
January 2026$582K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
14790 TULLAMORE LOOP, Winter Garden, FL
0.06
Single-Family Home
$655,000
08/07/26
4
2.5
3,410
1818 MORNING SKY DRIVE, Winter Garden, FL
0.09
Single-Family Home
$610,000
04/30/26
4
2.5
2,943
1814 DELAFIELD DRIVE, Winter Garden, FL
0.06
Single-Family Home
$550,000
01/12/26
3
2.5
2,582
14046 FOX GLOVE STREET, Winter Garden, FL
0.38
Single-Family Home
$745,000
04/21/26
4
3
2,970
14399 WABASSO LOOP, Winter Garden, FL
0.27
Single-Family Home
$740,000
12/10/25
4
3.5
3,074
13900 FOX GLOVE STREET, Winter Garden, FL
0.31
Single-Family Home
$669,000
06/01/26
5
3
3,887
14354 WABASSO LOOP, Winter Garden, FL
0.25
Single-Family Home
$900,000
06/16/26
4
4
2,881
2644 SLAGROVE COURT, Winter Garden, FL
0.45
Single-Family Home
$665,000
12/04/25
5
3
3,336
15336 FIRELIGHT DRIVE, Winter Garden, FL
0.49
Single-Family Home
$575,000
07/17/26
4
3
2,242
13722 FOX GLOVE STREET, Winter Garden, FL
0.42
Single-Family Home
$750,000
08/03/26
5
3
3,082

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
14790 TULLAMORE LOOP, Winter Garden, FL 34787
0.06
$655,000
4
2.5
3,410
Recently Sold
1814 DELAFIELD DRIVE, Winter Garden, FL 34787
0.06
$550,000
3
2.5
2,582
Recently Sold
14766 TULLAMORE LOOP, Winter Garden, FL 34787
0.08
$708,700
5
3
3,891
Off Market
1826 DELAFIELD DRIVE, Winter Garden, FL 34787
0.08
$509,800
3
2.5
2,778
Off Market
14748 TULLAMORE LOOP, Winter Garden, FL 34787
0.09
$565,100
3
2.5
2,866
Off Market
1750 MORNING SKY DR, Winter Garden, FL 34787
0.10
$454,400
3
2.5
2,292
Off Market
1818 MORNING SKY DRIVE, Winter Garden, FL 34787
0.09
$610,000
4
2.5
2,943
Recently Sold
1822 NESTING LANE, Winter Garden, FL 34787
0.13
$557,000
3
2.5
2,687
Off Market
14662 TULLAMORE LOOP, Winter Garden, FL 34787
0.15
$468,700
3
2
1,916
Off Market
14345 WABASSO LOOP, Winter Garden, FL 34787
0.18
$735,000
5
4
2,878
For Sale
14638 TULLAMORE LOOP, Winter Garden, FL 34787
0.19
$475,600
4
2
1,960
Off Market

Local Information

  • Map ViewExplore the area around 1755 DELAFIELD DRIVE.
  • 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
2,934 sqft
Price/Sqft
$205
Parking
2 Car Garage
HOA
$92/Monthly

About this House

This beautifully updated 4-bedroom home is located in the tranquil, gated community of Emerald Ridge in Winter Garden, Florida. Nestled on an oversized homesite, the property offers ample space to create your own outdoor oasis. Thoughtfully renovated, this home features two master suites—one on the first floor and one upstairs—ideal for multigenerational living. The open floor plan, accented by elegant hardwood flooring, provides an inviting space for entertaining. The chef-inspired kitchen boasts Viking appliances, a custom hood vent, a 6-burner 48" natural gas cooktop, and a spacious island with abundant storage. The expansive main master suite is bathed in natural light and includes a walk-in closet and a spa-like bathroom. The first-floor master suite is perfect for guests or extended family members. An upstairs loft creates the perfect retreat for teens or a second living area. Conveniently located near major highways, including the 429 and FL Turnpike, the home is just minutes from an array of dining, shopping, and recreational options. Zoned for highly-rated public schools and near prestigious private schools, it is perfect for families seeking quality education. The Winter Garden Historical District, with its famous farmers market and access to the West Orange Trail, is only 10 minutes away.
1755 DELAFIELD DRIVE, Winter Garden, FL 34787 is a 4 bedroom, 3 bathroom, 2,934 sqft single-family home built in 2005. It last sold for $600,000 on Dec 24, 2024 (4% below the $628,000 asking price). More recently, it was listed as a rental in January 2026 with an asking price of $3,400 per month. That rental listing was removed on February 18, 2026. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $601,000, with a rent estimate of $3,668/month.
Last check for updates: about 7 hours ago
Listed by Nick Whitehouse, (407) 902-4639
RE/MAX PRIME PROPERTIES, (407) 347-4512
Bought with: Kristi Rujano, (407) 405-5574, ORLANDO REGIONAL REALTY, (407) 751-2111
Originating MLS: Orlando Regional
Source: Stellar MLS, MLS#O6241571
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

Home Details for 1755 DELAFIELD DRIVE

Interior Features

Interior Details
Number of Rooms: 6Types of Rooms: Primary Bedroom 2, Primary Bedroom, Bedroom 3, Bedroom 4, Kitchen, Living Room
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 3Number of Bathrooms (full): 3
Dimensions and Layout
Living Area: 2934 Square Feet
Appliances & Utilities
Utilities: Electricity ConnectedAppliances: Oven, Dishwasher, Range Hood, RefrigeratorDishwasherLaundry: Laundry RoomRefrigerator
Heating & Cooling
Heating: CentralHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Central
Fireplace & Spa
No Fireplace
Gas & Electric
Has Electric on Property
Windows, Doors, Floors & Walls
Flooring: Carpet, Vinyl
Levels, Entrance, & Accessibility
Stories: 1Levels: OneFloors: Carpet, Vinyl
View
No View

Exterior Features

Exterior Home Features
Roof: ShingleExterior: SidewalkFoundation: SlabNo Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2Other Parking: Garage Dimensions: 20x20No CarportHas a GarageHas an Attached GarageParking Spaces: 2Parking: Garage Attached
Frontage
Road Surface Type: AsphaltNot on Waterfront
Water & Sewer
Sewer: Public Sewer

Days on Market

Cumulative Days on Market: 61

Property Information

Year Built
Year Built: 2005
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence
Building
Construction Materials: Block, Stucco, Wood FrameNot a New ConstructionNo Additional Parcels
Property Information
Parcel Number: 032327160501310

Price & Status

Price
List Price: $628,000
Status Change & Dates
Off Market Date: Mon Nov 18 2024

Active Status

MLS Status: Sold

Media

Location

Direction & Address
City: WINTER GARDENCommunity: EMERALD RDG H
School Information
Elementary School: Lake Whitney ElemJr High / Middle School: SunRidge MiddleHigh School: West Orange High

Building

Building Area
Building Area: 3440 Square Feet

Community

Not Senior Community

HOA

HOA Name: : Sentry Management - Carlos BorreroHOA Phone: 352-243-4595Association for this Listing: Orlando RegionalHas an HOAHOA Fee: $92/Monthly

Lot Information

Lot Area: 8891 sqft

Listing Info

Special Conditions: None

Offer

Listing Terms: Cash, Conventional, FHA, VA Loan

Business

Business Information
Ownership: Fee Simple

Miscellaneous

Mls Number: O6241571Showing Advance Notice: 24Showing Requirements: 24 Hour Notice, See Remarks, ShowingTimeUniversal Property Id: US-12095-N-032327160501310-R-N

Price and Tax history

DateEventPrice
Feb 18, 2026
Source: Zillow Rentals
ListingRemoved
$3,400
Jan 20, 2026
Source: Zillow Rentals
Listed For Rent
$3,400
Mar 20, 2025
Source: Zillow Rentals
ListingRemoved
$3,400
Feb 25, 2025
Source: Zillow Rentals
Listed For Rent
$3,400
Feb 12, 2025
Source: Zillow Rentals
ListingRemoved
$3,400

Market trends in Winter Garden

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$583K
$3.33KMoM
Sale-to-List Price
98.3%
0.2%MoM
Price per sq ft
$254
$3MoM
Available listings
760
4MoM

Around this home

What Locals Say about Winter Garden

At least 513 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

  • 46 % 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

Frequently asked questions about 1755 DELAFIELD DRIVE

  • What is 1755 DELAFIELD DRIVE estimated to be worth?
    Trulia's estimated value for 1755 DELAFIELD DRIVE in Winter Garden, FL is $601,000.
  • What is the price history for 1755 DELAFIELD DRIVE?
    1755 DELAFIELD DRIVE in Winter Garden, FL last sold for $600,000 in December 2024.
  • Is Winter Garden a buyer's or seller's market?
    Winter Garden is currently a balanced market, based on recent for-sale activity.
  • What's the median sale price in Winter Garden?
    The median sale price in Winter Garden is $583K. That is down $3.33K from the prior month.
  • Does 1755 DELAFIELD DRIVE have air conditioning?
    Yes, 1755 DELAFIELD DRIVE in Winter Garden, FL has air conditioning.
  • Does 1755 DELAFIELD DRIVE have laundry facilities?
    Yes, 1755 DELAFIELD DRIVE in Winter Garden, FL has laundry facilities.

Explore by feature - Pet Friendly

162 pet-friendly rentals in Winter Garden, FL

Explore by feature - Garage

155 rentals with a garage in Winter Garden, FL

Explore by feature - Air Conditioning

194 rentals with air conditioning in Winter Garden, FL

Explore by feature - Pool

197 rentals with a pool in Winter Garden, FL

Explore by feature - Washer/dryer

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

Explore by feature - Outdoor Space

31 rentals with an outdoor space in Winter Garden, FL

Apartments for Rent

Skip to last item
Skip to first item

Off Market Homes Near 1755 DELAFIELD DRIVE

Skip to last item
Skip to first item

Homes for sale near 1755 DELAFIELD DRIVE

Skip to last item
Skip to first item
Skip to last item
  • Results are loading
Skip to first item