1755 Delafield Dr, Winter Garden, FL 34787
OFF MARKET

1755 Delafield Dr
Winter Garden, FL 34787

  • 4 Beds
  • 3 Baths
  • 2,934 sqft

$590,500

Trulia Estimate
as of Jun 1, 2026
Est. Refi. Payment $4,038/mo*
Refinance Your Home

$590,500

Trulia Estimate
as of Jun 1, 2026
Est. Refi. Payment $4,038/mo*
Refinance Your Home
4 Beds
3 Baths
2,934 sqft

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

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.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources. This description is from December 24, 2024

Home Highlights

Parking
2 Car Garage
Outdoor
No Info
View
No Info
HOA
$92/Monthly
Price/Sqft
No Info
Listed
180+ days ago

Home Details for 1755 Delafield Dr

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
Last check for updates: about 16 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

Price History for 1755 Delafield Dr

DatePriceEventSource
02/18/2026$3,400ListingRemovedZillow Rentals
01/20/2026$3,400Listed For RentZillow Rentals
03/20/2025$3,400ListingRemovedZillow Rentals
02/25/2025$3,400Listed For RentZillow Rentals
02/12/2025$3,400ListingRemovedZillow Rentals
01/29/2025$3,400PriceChange
Zillow Rentals
01/15/2025$3,600Listed For RentZillow Rentals
12/24/2024$600,000Sold
Stellar MLS #O6241571
11/19/2024$628,000PendingStellar MLS #O6241571
09/18/2024$628,000Listed For SaleStellar MLS #O6241571
07/28/2022ListingRemovedStellar MLS #O6016655
07/07/2022$499,999PendingToActiveStellar MLS #O6016655
06/26/2022$499,999PendingStellar MLS #O6016655
06/09/2022$499,999PriceChange
Stellar MLS #O6016655
05/28/2022$539,000PriceChange
Stellar MLS #O6016655
05/25/2022$539,900PendingStellar MLS #O6016655
05/22/2022$539,900PriceChange
Stellar MLS #O6016655
05/20/2022$559,499PriceChange
Stellar MLS #O6016655
05/02/2022$559,999PriceChange
Stellar MLS #O6016655
04/30/2022$564,800PriceChange
Stellar MLS #O6016655
04/27/2022$564,900PriceChange
Stellar MLS #O6016655
04/25/2022$564,990PriceChange
Stellar MLS #O6016655
04/22/2022$564,999PriceChange
Stellar MLS #O6016655
04/18/2022$565,000PriceChange
Stellar MLS #O6016655
04/08/2022$575,000PriceChange
Stellar MLS #O6016655
03/10/2022$545,000Listed For SaleN/A
07/14/2005$290,200Sold
N/A
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Property Tax and Assessment

Year2024
Tax$6,486
Assessment$468,671
Home facts updated by county records

Comparable Sales for 1755 Delafield Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
1818 Morning Sky Dr, Winter Garden, FL
0.09
Single-Family Home
$610,000
04/30/26
4
2.5
2,943
1814 Delafield Dr, Winter Garden, FL
0.06
Single-Family Home
$550,000
01/12/26
3
2.5
2,582
1750 Morning Sky Dr, Winter Garden, FL
0.10
Single-Family Home
$460,000
06/20/25
3
2.5
2,292
14046 Fox Glove St, 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
15300 Firelight Dr, Winter Garden, FL
0.43
Single-Family Home
$715,000
08/12/25
4
2.5
2,843
2602 Shirehall Ln, Winter Garden, FL
0.48
Single-Family Home
$700,000
07/11/25
4
3
2,900
14016 Fox Glove St, Winter Garden, FL
0.33
Single-Family Home
$555,000
07/25/25
4
2
2,608
2704 Gorst Rd, Winter Garden, FL
0.39
Single-Family Home
$761,250
06/26/25
5
3
3,014
13716 Fox Glove St, Winter Garden, FL
0.43
Single-Family Home
$712,000
08/26/25
5
2.5
3,410

Nearby homes

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Assigned Schools

These are the assigned schools for 1755 Delafield 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 510 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.
  • 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
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  • 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
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  • 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
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  • 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
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  • 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
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  • 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
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  • 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
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  • Dawnddavidson1
    "Great little town if you live in the north side near old Winter Garden. Quaint small town feel with plenty to do. Surrounding area is overdeveloped like everywhere in central Florida. Schools could be better. Real estate is inflated, but the town is desirable. Everything you need is close; no need to go to Orlando for much. "
    0
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  • 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
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  • 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
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  • Dismiki24
    "Lots of dogs in our neighborhood but many don’t pick up after their dogs. There is a dog park nearby "
    0
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  • Jason M.
    "We see people walk their dogs all the time. The neighborhood has dog stations for easy to dispose of waste. "
    0
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  • 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
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  • 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
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  • 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
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  • John D. H.
    "average, plenty of bus access, no major traffic issues. normal boring vanilla winter garden. lahdeedah"
    0
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  • 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
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  • 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
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  • 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
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  • 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
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  • 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
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  • Ryanm1995
    "They will love this neighborhood. Bright open space to walk around. We also have a lot of friendly dog in our neighborhood. "
    0
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Homes for sale near 1755 Delafield Dr

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Off Market Homes Near 1755 Delafield Dr

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Homes for rent near 1755 Delafield Dr

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1755 Delafield Dr, Winter Garden, FL 34787 is a 4 bedroom, 3 bathroom, 2,934 sqft single-family home built in 2005. This property is not currently available for sale. 1755 Delafield Dr was last sold on Dec 24, 2024 for $600,000 (4% lower than the asking price of $628,000). The current Trulia Estimate for 1755 Delafield Dr is $590,500.