1037 Eaglecrest Dr, Oakland, FL 34787
OFF MARKET

1037 Eaglecrest Dr
Oakland, FL 34787

  • 4 Beds
  • 4.5 Baths
  • 2,693 sqft

$1,000,300

Trulia Estimate
as of Jun 8, 2026
Est. Refi. Payment $6,815/mo*
Refinance Your Home

$1,000,300

Trulia Estimate
as of Jun 8, 2026
Est. Refi. Payment $6,815/mo*
Refinance Your Home
4 Beds
4.5 Baths
2,693 sqft

Local Information

Map showing home location
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-- mins to
Commute Destination

Description

Step into a harmonious blend of contemporary and colonial elegance. This RARE property is nestled in the exclusive Oakland Park, a highly sought-after neighborhood revered for its picturesque landscapes and tranquil ambiance. One of the property's standout features is its upper balcony, where you can indulge in panoramic, breathtaking views of the water. Featuring a fenced-in large backyard and a sizeable 3-car garage, you are welcomed into an opulent living space of over 2,600 sq. ft. with 4 bedrooms and 3.5 bathrooms. The expansive living areas with high ceilings, providing an airy and inviting atmosphere, perfect for both entertainment and relaxation. The open-concept layout ensures a seamless flow between spaces, filling the home with abundant natural light. The design details and high-quality materials used throughout the house offer a sense of refined taste and sophistication. At the heart of the home lies the gourmet kitchen. Designed to inspire culinary creativity, it showcases a stunning waterfall island, extensive storage solutions, top-tier appliances, and glistening quartz countertops. The large master suite serves as a luxurious sanctuary. Featuring a stylish tray ceiling and a spacious layout. The ensuite bathroom is your own personal spa, equipped with dual sinks and an huge oversized rain shower. The laundry room with pre-plumbed sink is right beside the master bedroom for easy service. The first floor boasts 8-foot-tall doors, adding an element of grandeur. A chic bar in the loft caters to social gatherings, while a dedicated office space features classic double French doors. This beautiful home was completed in December of 2022. Located just a pleasant golf cart ride away is the vibrant community of Downtown Winter Garden. This lively neighborhood offers attractions such as the Crooked Can brewery, a theater, diverse dining venues with outdoor and rooftop options, eclectic shopping outlets, and a bustling farmers market. For outdoor enthusiasts, the 22-mile-long West Orange Trail offers endless opportunities for exploration and recreation. The square footage of the Property has not been measured by Seller, Seller’s agents, or Broker (including square footage of the lot and home), and the square footage and other information quoted on any marketing tools such as advertisements, brochures, MLS data, websites and any other information provided based on information supplied by Seller or Broker is deemed approximate and not guaranteed. Buyer further acknowledges that Buyer shall not rely upon any such square footage and other information quoted on any marketing tools are not representations and/or warranties of Seller, Seller’s agents, or Broker.
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 August 31, 2023

Home Highlights

Parking
3 Car Garage
Outdoor
No Info
View
Garden
HOA
$182/Monthly
Price/Sqft
No Info
Listed
180+ days ago

Home Details for 1037 Eaglecrest Dr

Interior Features

Interior Details
Number of Rooms: 4Types of Rooms: Master Bedroom, Family Room, Kitchen, Living Room
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 5Number of Bathrooms (full): 4Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 2693 Square Feet
Appliances & Utilities
Utilities: Cable Connected, Electricity Connected, Fiber Optics, Natural Gas Connected, Sewer Connected, Sprinkler MeterAppliances: Dishwasher, Disposal, Dryer, Microwave, Range, Refrigerator, Washer, Wine RefrigeratorDishwasherDisposalDryerLaundry: Inside,Laundry Room,Upper LevelMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: ElectricHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Electric
Fireplace & Spa
No Fireplace
Gas & Electric
Has Electric on Property
Windows, Doors, Floors & Walls
Flooring: Carpet, Hardwood
Levels, Entrance, & Accessibility
Stories: 2Number of Stories: 2Levels: TwoFloors: Carpet, Hardwood
View
Has a ViewView: Garden

Exterior Features

Exterior Home Features
Roof: ShingleExterior: Balcony, Irrigation System, LightingFoundation: SlabNo Private Pool
Parking & Garage
Number of Garage Spaces: 3Number of Covered Spaces: 3No CarportHas a GarageHas an Attached GarageParking Spaces: 3Parking: Garage Attached
Frontage
Road Surface Type: PavedNot on Waterfront
Water & Sewer
Sewer: Public Sewer

Days on Market

Cumulative Days on Market: 11

Property Information

Year Built
Year Built: 2022
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Colonial
Building
Construction Materials: Wood FrameNot a New ConstructionNo Additional Parcels
Property Information
Parcel Number: 212227610300480

Price & Status

Price
List Price: $939,900
Status Change & Dates
Off Market Date: Tue Jul 18 2023

Active Status

MLS Status: Sold

Media

Location

Direction & Address
City: WINTER GARDENCommunity: OAKLAND PARKB-2

Building

Building Area
Building Area: 2693 Square Feet

Community

Community Features: Clubhouse, Dog Park, Golf Carts OK, Playground, PoolNot Senior Community
Other
Playground

HOA

HOA Name: Leland Management/Edward RiosHOA Phone: 407-409-8594Association for this Listing: TampaHas an HOAHOA Fee: $182/Monthly

Lot Information

Lot Area: 5888 sqft

Listing Info

Special Conditions: None

Offer

Listing Terms: Cash, Conventional, FHA, VA Loan

Business

Business Information
Ownership: Fee Simple

Miscellaneous

Mls Number: T3457481Showing Requirements: ShowingTimeUniversal Property Id: US-12095-N-212227610300480-R-N

Additional Information

HOA Amenities: Clubhouse,Playground,Pool
Last check for updates: 36 minutes ago
Listed by Amy Talkow, (888) 425-5478
LISTINGLY.COM, (888) 425-5478
Bought with: Non-Member Agent, STELLAR NON-MEMBER OFFICE, (000) 000-0000
Originating MLS: Tampa
Source: Stellar MLS, MLS#T3457481
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 1037 Eaglecrest Dr

DatePriceEventSource
08/31/2023$935,000Sold
Stellar MLS #T3457481
07/18/2023$939,900PendingStellar MLS #T3457481
07/13/2023$939,900PriceChange
Stellar MLS #T3457481
07/07/2023$949,900Listed For SaleStellar MLS #T3457481
01/01/2023ListingRemovedRE/MAX International
02/17/2022$804,900PendingStellar MLS #O5996923
01/14/2022$804,900Listed For SaleStellar MLS #O5996923

Market trends in Winter Garden

Last updated April 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$593K
$8.33KMoM
Sale-to-List Price
98.0%
0.2%MoM
Price per sq ft
$245
$0MoM
Available listings
727
3MoM
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Property Tax and Assessment

Year2024
Tax$12,866
Assessment$754,834
Home facts updated by county records

Comparable Sales for 1037 Eaglecrest Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
1206 Civitas Way, Oakland, FL
0.03
Single-Family Home
$980,000
07/08/25
4
3.5
2,765
1045 Colleton Aly, Winter Garden, FL
0.19
Single-Family Home
$1,000,000
03/23/26
4
3.5
2,837
1024 Kershaw Dr, Winter Garden, FL
0.23
Single-Family Home
$925,700
03/10/26
4
3.5
2,461
936 Allendale Ln, Winter Garden, FL
0.09
Single-Family Home
$1,025,000
07/21/25
4
3
2,711
908 Tilden Oaks Trl, Winter Garden, FL
0.27
Single-Family Home
$915,000
08/15/25
4
3.5
2,683
1185 Wilder Oaks Way, Oakland, FL
0.30
Single-Family Home
$999,000
02/17/26
4
3.5
2,789
1120 Civitas Way, Oakland, FL
0.10
Single-Family Home
$1,200,000
03/10/26
4
3
2,563
1212 Civitas Way, Oakland, FL
0.03
Single-Family Home
$785,000
10/24/25
4
2
2,260
883 Tilden Oaks Trl, Winter Garden, FL
0.32
Single-Family Home
$1,075,000
04/30/26
4
3.5
2,811
985 Huntspoint St, Winter Garden, FL
0.32
Single-Family Home
$905,000
02/06/26
5
4
3,084

Nearby homes

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Assigned Schools

These are the assigned schools for 1037 Eaglecrest 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
    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
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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
    Flag
  • 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
    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
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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
    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
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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
    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
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1037 Eaglecrest Dr, Oakland, FL 34787 is a 4 bedroom, 5 bathroom, 2,693 sqft single-family home built in 2022. This property is not currently available for sale. 1037 Eaglecrest Dr was last sold on Aug 31, 2023 for $935,000 (1% lower than the asking price of $939,900). The current Trulia Estimate for 1037 Eaglecrest Dr is $1,000,300.