Eastover Loop, Winter Garden, FL 34787
Property image
Property image
OFF MARKET

Eastover Loop
Winter Garden, FL 34787

  • 3 Beds
  • 3.5 Baths
  • 2,378 sqft
3 Beds
3.5 Baths
2,378 sqft

Home Value

Learn more about this home's value by checking out the value of nearby homes and how much similar homes have sold for.

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
1368 UNION CLUB DRIVE, Winter Garden, FL
0.07
Single-Family Home
$849,000
02/27/26
3
2.5
2,484
1428 UNION CLUB DRIVE, Winter Garden, FL
0.06
Single-Family Home
$845,000
02/18/26
4
3.5
2,548
1338 UNION CLUB DRIVE, Winter Garden, FL
0.08
Single-Family Home
$869,700
05/22/26
4
3.5
2,637
1016 HUNTSPOINT STREET, Winter Garden, FL
0.24
Single-Family Home
$850,000
01/05/26
3
2.5
2,421
1034 HUNTSPOINT STREET, Winter Garden, FL
0.23
Single-Family Home
$770,000
11/03/25
4
3.5
2,219
744 LAKE BRIM DRIVE, Winter Garden, FL
0.22
Single-Family Home
$935,000
06/30/26
4
3.5
2,667
111 LAKEVIEW RESERVE BOULEVARD, Winter Garden, FL
0.20
Single-Family Home
$646,000
02/13/26
4
2.5
2,882
1087 HUNTSPOINT STREET, Winter Garden, FL
0.17
Single-Family Home
$800,000
04/01/26
3
2
1,932
128 Lakeview Reserve Blvd, Winter Garden, FL
0.19
Single-Family Home
$325,000
11/04/25
3
2
1,874
720 LAKE BRIM DRIVE, Winter Garden, FL
0.16
Single-Family Home
$1,590,000
07/30/26
4
4
3,781

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
1201 UNION CLUB DRIVE, Winter Garden, FL 34787
0.05
$1,189,600
4
3.5
2,793
Off Market
1453 UNION CLUB DRIVE, Winter Garden, FL 34787
0.05
$955,300
5
4
2,691
Off Market
1411 EASTOVER LOOP, Winter Garden, FL 34787
0.03
$641,300
3
3.5
1,937
Off Market
1049 PAWLEY WAY, Winter Garden, FL 34787
0.07
$1,272,700
4
3.5
3,259
Off Market
1043 PAWLEY WAY, Winter Garden, FL 34787
0.07
$1,219,700
4
2.5
2,683
Off Market
1031 PAWLEY WAY, Winter Garden, FL 34787
0.07
$1,017,100
3
3.5
2,822
Off Market
1224 UNION CLUB DRIVE, Winter Garden, FL 34787
0.08
$1,665,000
5
5.5
5,441
Recently Sold
1428 UNION CLUB DRIVE, Winter Garden, FL 34787
0.06
$845,000
4
3.5
2,548
Recently Sold
907 EASLEY AVENUE, Winter Garden, FL 34787
0.09
$859,000
3
2.5
2,252
For Sale
1338 UNION CLUB DRIVE, Winter Garden, FL 34787
0.08
$890,000
4
3.5
2,637
For Sale
1368 UNION CLUB DRIVE, Winter Garden, FL 34787
0.07
$849,000
3
2.5
2,484
Recently Sold
925 EASLEY AVENUE, Winter Garden, FL 34787
0.10
$1,125,000
4
3.5
2,667
For Sale

Local Information

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

Home Highlights

Property Type
Single-Family Home
Year Built
2008
Living Area
2,378 sqft
Parking
Garage

About this House

RARE opportunity in one of the most highly sought-after neighborhoods near historic downtown WINTER GARDEN! This SHOWSTOPPER PARK front CUSTOM home is located in OAKLAND PARK, a PARADE of HOMES Winning Community. You'll be impressed the moment you walk in the door. The home has been FULLY REMODELED and redesigned down to the studs, showing like a model. This stunning home features 3 bedrooms, 3.5 baths, a large wrap around porch (27X48) that's partially screened, WOOD floors, new paint, a designer kitchen, spacious living, exquisite lighting and finishes, partial LAKE VIEWS from the back of the home, METAL roof, FENCED yard, two new water heaters, 16 seer AC (2017), oversized garage, and so much more! The modern farmhouse country kitchen features new GE STAINLESS steel appliances, grey rough stone QUARTZ counters, FARMHOUSE sink, Italian painted tile backsplash, under cabinet lighting, breakfast nook, and pantry. Gas hookup is available for the stove and dryer should you opt to include these items. You can access the patio and yard through the FRENCH DOORS in the kitchen. Beyond the kitchen you'll find the powder bath, champagne Samsung front load washer and dryer, a cozy side patio, which would be perfect for a garden, access to the garage, and a set of stairs that leads you to the 3rd bedroom and en-suite bath. The living area is towards the front of the home and can be sectioned off from the kitchen by closing the French doors. Upstairs on the park side of the home is the master suite, 2nd bedroom and 2nd bath. The MASTER suite includes dual sinks, a soothing free standing TUB, walk-in shower, and two closets. The third bedroom and en-suite bath are located over the garage and have a separate set of stairs from inside the home. Enjoy the oversized 2 car garage with ample room to store your holiday decor. Newly renovated FLOORING features: Medallion Collection, Silver Strand, HARDWOOD flooring; Lonely Days BERBER luxury design carpet in Silver Lining in all bedrooms, and Country Mile luxury design carpet on both staircases. The expansive mudroom and powder bath have been remodeled with 8x8 Art Nouveau Woad blue tile. The baths include gorgeous French tiling and frameless glass showers. Plumbing, lighting and hardware have all been changed to French Country inspirations. Warm light tones have been painted within the interior of the home, including the doors, baseboards, and crown molding. CONSTRUCTION: certified green home with foam insulation, double pane windows, tankless gas water heaters, low utility bills. SOLID concrete wall buffers the two townhomes making it a breeze to live with privacy. HOA covers exterior painting (porch excluded), the roof, gutters, pressure washing, and termite bond. Previously voted '#1 community to live in' by Orlando Style Magazine. Step outside and access the 22 mile long West Orange Trail for outdoor exercising or cruise on your GOLF CART into infamous downtown historic Winter Garden. A dream come true neighborhood. The community is GOLF CART approved and features parks, playgrounds, two pools, a clubhouse, and spectacular sunset views! Downtown Winter Garden includes a variety of restaurants, shops, coffee shops, the Crooked Can brewery, a Farmers Market, and so much more. Conveniently located near interstate travel, airports, theme parks, golf, and grocery shopping. Capture this RARE custom home with a European flare and make Winter Garden your next place to live!
Eastover Loop, Winter Garden, FL 34787 is a 3 bedroom, 4 bathroom, 2,378 sqft single-family home built in 2008. It is currently off market. The Trulia Estimate rent is $3,445/month.

Home Details for Eastover Loop

Property Information

Year Built
Year Built: 2008
Property Type / Style
Property Type: Single Family Home

Exterior Features

Parking & Garage
GarageParking: Garage Attached

Price and Tax history

DateEventPrice
May 2, 2022
Source: BHHS broker feed
ListingRemoved
Apr 28, 2022
Source: BHHS broker feed #O6017943
Listed For Sale
$825,000

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
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  • 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
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  • 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
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  • 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
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  • 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
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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
    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
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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
    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 Eastover Loop

  • 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.
  • What do residents say about Winter Garden?
    Residents describe Winter Garden, FL as dog-friendly, pedestrian-friendly, and easy to park in. See recently sold homes in Winter Garden, FL.
  • What are the closest schools to Eastover Loop?
    The closest schools to Eastover Loop in Winter Garden, FL are Lakeview Middle School (rated 4/10), Tildenville Elementary School (Pre-K, rated 9/10), West Orange High School (rated 7/10).
  • Does Eastover Loop have a garage?
    Yes, Eastover Loop in Winter Garden, FL has a garage.

Explore by feature - Pet Friendly

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Off Market Homes Near Eastover Loop

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