2001 Roberts Point Dr, Windermere, FL 34786
OFF MARKET

2001 Roberts Point Dr
Windermere, FL 34786

  • 5 Beds
  • 4 Baths
  • 3,528 sqft (on 0.54 acres)

$1,191,800

Trulia Estimate
as of Aug 22, 2026
Est. Refi. Payment $8,248/mo*
Refinance Your Home

$1,191,800

Trulia Estimate
as of Aug 22, 2026
Est. Refi. Payment $8,248/mo*
Refinance Your Home
5 Beds
4 Baths
3,528 sqft
(on 0.54 acres)

Home Value

Trulia Estimate
$1.19M
Since last month
Decreased$6K (-0.5%)
Since last year
Increased$15K (+1.3%)
Since last sale
Increased$179K (+17.6%)
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 +83% in the last 10 years
MonthEstimated value
2026
August 2026$1.19M
July 2026$1.2M
June 2026$1.2M
May 2026$1.2M
April 2026$1.19M
March 2026$1.2M
February 2026$1.19M
January 2026$1.17M
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
2002 WATER KEY DRIVE, Windermere, FL
0.04
Single-Family Home
$1,365,000
07/16/26
5
5
3,695
1839 BLACKWATER COURT, Winter Garden, FL
0.23
Single-Family Home
$1,140,000
10/01/25
5
4
4,150
2145 TILLMAN AVENUE, Winter Garden, FL
0.34
Single-Family Home
$825,000
02/25/26
5
4
3,735
2022 TILLMAN AVE, Winter Garden, FL
0.17
Single-Family Home
$645,000
03/19/26
4
4
2,981
2217 RICKOVER PLACE, Winter Garden, FL
0.45
Single-Family Home
$1,039,000
05/29/26
5
5
4,324
2258 RICKOVER PLACE, Winter Garden, FL
0.53
Single-Family Home
$789,999
01/20/26
5
4
3,081
1812 LAKE ROBERTS LANDING DRIVE, Winter Garden, FL
0.29
Single-Family Home
$780,000
03/16/26
6
4
4,247
2211 RICKOVER PLACE, Winter Garden, FL
0.43
Single-Family Home
$985,000
10/28/25
5
5
4,324
13014 AUBREY LANE, Winter Garden, FL
0.56
Single-Family Home
$750,000
06/18/26
5
4
3,542
12706 GROVEHURST AVENUE, Winter Garden, FL
0.39
Single-Family Home
$645,000
06/18/26
5
3
3,382

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
2002 WATER KEY DRIVE, Windermere, FL 34786
0.04
$1,365,000
5
5
3,695
Recently Sold
2008 WATER KEY DRIVE, Windermere, FL 34786
0.04
$1,128,700
4
3.5
3,273
Off Market
1946 LAKE ROBERTS LANDING DRIVE, Winter Garden, FL 34787
0.11
$910,900
5
4
4,247
Off Market
1941 LAKE ROBERTS LANDING DRIVE, Winter Garden, FL 34787
0.14
$1,977,300
7
5
5,169
Off Market
2009 WATER KEY DRIVE, Windermere, FL 34786
0.17
$1,739,900
4
2.5
3,395
Off Market
1844 BLACKWATER COURT, Winter Garden, FL 34787
0.19
$867,700
4
3
3,099
Off Market
2022 TILLMAN AVE, Winter Garden, FL 34787
0.17
$645,000
4
4
2,981
Recently Sold
1826 BLACKWATER COURT, Winter Garden, FL 34787
0.22
$975,900
5
4
3,846
Off Market
1839 BLACKWATER COURT, Winter Garden, FL 34787
0.23
$1,137,600
5
4
4,150
Off Market
1814 BLACKWATER COURT, Winter Garden, FL 34787
0.24
$710,600
4
2.5
2,557
Off Market
2027 RICKOVER PLACE, Winter Garden, FL 34787
0.21
$749,000
5
4
3,078
For Sale
2103 TILLMAN AVE, Winter Garden, FL 34787
0.24
$904,100
5
4
3,766
Off Market

Local Information

  • Map ViewExplore the area around 2001 Roberts Point 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
2004
Lot Size
0.54 acres
Living Area
3,528 sqft
Price/Sqft
$338
Parking
Garage

About this House

WATCH VIRTUAL TOUR! At this price, this home is a steal. Located in BEAUTIFUL Windermere in a WATERFRONT and GUARD GATED COMMUNITY. This POOL home is PERFECT for you! The property has over 3500sqft, 5 bedrooms and 4 bathrooms, SLATE TILE roof, PLANTATION SHUTTERS, an upstairs BONUS ROOM with a FULL bathroom, CIRCULAR DRIVEWAY, side DRIVEWAY and a 3 car garage. This one checks all the boxes. This estate has the ENTERTAINMENT appeal, the lot is over 1/2 ACRE and it is the last home in a CUL-DE-SAC with plenty of parking for your gatherings. A FORMAL DINING room greets you to your left, and a FORMAL LIVING/FLEX SPACE on your right, taking only a few a more steps find the GREAT ROOM with a COZY FIREPLACE and BAMBOO flooring. Effortless flow from room to room, inside and out, is perfect for ENTERTAINING and RELAXING. FRENCH DOORS provides views of the EXTENDED LANAI which gives access to the POOL. The master has AMAZING looking tile, BUILT-IN closets and a RENOVATED master bath. The kitchen is a chef's dream, GOURMET style, CUSTOM MADE cabinetry, GAS stove, GRANITE countertop, tile BACKSPLASH and STAINLESS STEEL appliances. The home has a SPLIT FLOOR PLAN, for excellent PRIVACY, there are 3 bedrooms on the south wing, including a Jack & Jill. Lastly, there is an ADDITIONAL BONUS ROOM, the only room in the second floor and it has a full bathroom, perfect for guests or MAN-CAVE. Waterford Pointe has a private BOAT RAMP, a CLUBHOUSE, tennis/basketball court and a PLAYGROUND.
2001 Roberts Point Dr, Windermere, FL 34786 is a 5 bedroom, 4 bathroom, 3,528 sqft single-family home built in 2004. It last sold for $1,015,000 on Jun 7, 2022. It is currently off market. The Trulia Estimate is $1,191,800, with a rent estimate of $5,819/month.

Home Details for 2001 Roberts Point Dr

Interior Features

Heating & Cooling
Heating: Forced Air, Electric, Propane ButaneAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2Floors: Tile, Carpet
Interior Details
Types of Rooms: Walk In Closet, Dining Room
Appliances & Utilities
DishwasherMicrowaveRefrigerator
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: Slate
Pool
Pool
Parking & Garage
GarageParking Spaces: 3Parking: Garage Attached

Property Information

Year Built
Year Built: 2004Year Updated: 2004
Property Type / Style
Property Type: Single Family HomeArchitecture: Spanish

Community

Units in Building: 1

Lot Information

Lot Area: 0.54 acres

Price and Tax history

DateEventPrice
Jun 7, 2022
Source: N/A
Sold
$1,015,000
Apr 25, 2022
Source: Stellar MLS #O6019317
Pending
$1,005,480
Apr 20, 2022
Source: Stellar MLS #O6019317
Listed For Sale
$1,005,480
Oct 13, 2020
Source: N/A
Sold
$700,000
Sep 12, 2020
Source: Agent Provided
Pending
$700,000

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
    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
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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
    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 2001 Roberts Point Dr

  • What is 2001 Roberts Point Dr estimated to be worth?
    Trulia's estimated value for 2001 Roberts Point Dr in Windermere, FL is $1,191,800.
  • What is the price history for 2001 Roberts Point Dr?
    2001 Roberts Point Dr in Windermere, FL last sold for $1,015,000 in June 2022.
  • Is Windermere a buyer's or seller's market?
    Windermere is currently a balanced market, based on recent for-sale activity.
  • What's the median sale price in Windermere?
    The median sale price in Windermere is $583K. That is down $3.33K from the prior month.
  • Does 2001 Roberts Point Dr have air conditioning?
    Yes, 2001 Roberts Point Dr in Windermere, FL has air conditioning.
  • Does 2001 Roberts Point Dr have a pool?
    Yes, 2001 Roberts Point Dr in Windermere, FL has a pool.

Explore by feature - Pet Friendly

214 pet-friendly rentals in Windermere, FL

Explore by feature - Garage

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Explore by feature - Air Conditioning

292 rentals with air conditioning in Windermere, FL

Explore by feature - Pool

274 rentals with a pool in Windermere, FL

Explore by feature - Washer/dryer

299 rentals with a washer/dryer in Windermere, FL

Explore by feature - Outdoor Space

58 rentals with an outdoor space in Windermere, FL

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