844 Crestwood Dr, Saint Augustine, FL 32086
OFF MARKET

$377,300

Trulia Estimate
  • 2 Beds
  • 2 Baths
  • 1,912 sqft

844 Crestwood Dr, Saint Augustine, FL 32086

Est. Refi. Payment $2,493/mo*
Refinance Your Home
Currently Off Market - Sold Nov 29, 2023 for $375,000

Home Value

Trulia Estimate
$377K
Since last month
Decreased$400 (-0.1%)
Since last year
Decreased$9K (-2.3%)
Since last sale
Increased$2K (+0.6%)
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 +52% in the last 10 years
MonthEstimated value
2026
September 2026$377K
August 2026$378K
July 2026$380K
June 2026$382K
May 2026$382K
April 2026$383K
March 2026$382K
February 2026$383K
January 2026$383K
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
808 CRESTWOOD Drive, Saint Augustine, FL
0.09
Single-Family Home
$365,500
12/01/25
2
2
1,912
617 Knollwood Ln, Saint Augustine, FL
0.11
Single-Family Home
$415,000
05/18/26
3
2
1,933
573 Boxwood Pl, Saint Augustine, FL
0.33
Single-Family Home
$365,000
04/09/26
2
2
1,780
756 Crestwood Dr, Saint Augustine, FL
0.21
Single-Family Home
$339,900
08/11/26
2
2
1,592
708 CRESTWOOD DRIVE, Saint Augustine, FL
0.30
Single-Family Home
$345,000
09/03/26
2
2
1,791
512 Boxwood Pl, Saint Augustine, FL
0.19
Single-Family Home
$345,000
10/10/25
2
2
1,613
737 Crestwood Dr, Saint Augustine, FL
0.24
Single-Family Home
$365,000
02/09/26
3
2
1,912
1053 RIDGEWOOD Lane, Saint Augustine, FL
0.32
Single-Family Home
$342,900
04/10/26
2
2
1,620
438 Stone Arbor Ln, Saint Augustine, FL
0.21
Single-Family Home
$350,000
05/04/26
3
2
1,548
984 Ridgewood Ln, Saint Augustine, FL
0.34
Single-Family Home
$360,000
01/28/26
3
2
1,888

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
817 Crestwood Dr, Saint Augustine, FL 32086
0.06
$372,400
2
2
1,931
Off Market
849 Crestwood Dr, Saint Augustine, FL 32086
0.03
$399,900
3
2
1,699
For Sale
629 KNOLLWOOD Lane, Saint Augustine, FL 32086
0.07
$399,000
3
2
1,772
For Sale
808 CRESTWOOD Drive, Saint Augustine, FL 32086
0.09
$365,500
2
2
1,912
Recently Sold
621 Knollwood Ln, Saint Augustine, FL 32086
0.10
$388,600
3
2
1,656
Off Market
120 Laurel Wood Way #101, Saint Augustine, FL 32086
0.04
$329,000
3
2
1,520
Recently Sold
112 LAUREL WOOD Way #205, Saint Augustine, FL 32086
0.05
$265,000
2
2
1,272
For Sale
104 LAUREL WOOD WAY #207, Saint Augustine, FL 32086
0.07
$260,000
3
2
1,376
Recently Sold
104 Laurel Wood Way #203, Saint Augustine, FL 32086
0.07
$252,800
2
2
1,272
Off Market
104 Laurel Wood Way #202, Saint Augustine, FL 32086
0.07
$275,000
3
2
1,520
Recently Sold
617 Knollwood Ln, Saint Augustine, FL 32086
0.11
$415,000
3
2
1,933
Recently Sold

Local Information

  • Map ViewExplore the area around 844 Crestwood Dr.
  • Schools1 Preschool School1 Elementary School2 Middle Schools1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 2005
1,912 sqft
$197/sqft
Garage
HOA $196/mo

About this House

Welcome to this charming 2 bed /den 2-bathroom home located in a popular gated community. This well-maintained concrete block residence offers the perfect blend of comfort, security, and desirable amenities. As you step inside, you are greeted by an inviting atmosphere and a spacious open floor plan that seamlessly connects the living, dining, and kitchen areas. The abundant natural light filtering through large windows creates a warm and airy ambiance throughout the home. The kitchen is a chef's delight, featuring ample cabinetry, and a convenient breakfast bar for quick meals or casual entertaining. Adjacent to the kitchen is a cozy dining area, ideal for intimate family dinners or hosting friends. The master bedroom is a true retreat, offering a peaceful sanctuary to unwind after a long day. With generous space, a walk-in closet, and an en-suite bathroom, it provides a comfortable and private oasis. Once outside you discover the wonders of this community. The highlight is the sparkling pool, where you can enjoy refreshing swims on hot summer days or relax poolside with a good book. The community also boasts well-maintained tennis courts, inviting residents to engage in friendly matches or maintain an active lifestyle. Southwood has a very active social committee with events and luncheons monthly. Beyond the community's amenities, this home is ideally situated, with convenient access to nearby schools, shopping centers, dining establishments, and recreational facilities. The gated community provides an extra layer of security in evenings ensuring peace of mind for you and your loved ones. Don't miss the opportunity to make this delightful home yours. Schedule a showing today . Roof was replaced in 2022.
844 Crestwood Dr, Saint Augustine, FL 32086 is a 2 bedroom, 2 bathroom, 1,912 sqft single-family home built in 2005. It last sold for $375,000 on Nov 29, 2023 (3% below the $387,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $377,300, with a rent estimate of $2,290/month.
Last check for updates: about 15 hours ago
Listed by Beth Ruggeri, (904) 808-6476
Watson Realty Corp (A1A)
Maria Sims, (904) 501-8920
Watson Realty Corp (A1A)
Bought with: Marc Trimboli, (904) 608-6368, Century 21 St Augustine Properties
Source: St Augustine St Johns County BOR, MLS#230347

Home Details for 844 Crestwood Dr

Interior Features

Interior Details
Number of Rooms: 7Types of Rooms: Master Bedroom, Bedroom 2, Master Bathroom, Dining Room, Kitchen, Living Room, Office
Beds & Baths
Number of Bedrooms: 2Number of Bathrooms: 2Number of Bathrooms (full): 2
Dimensions and Layout
Living Area: 1912 Square Feet
Appliances & Utilities
Appliances: Dishwasher, Range, Refrigerator, Washer/DryerDishwasherRefrigerator
Heating & Cooling
Heating: Central,ElectricHas CoolingAir Conditioning: Central Air,ElectricHas HeatingHeating Fuel: Central
Windows, Doors, Floors & Walls
Window: Window TreatmentsFlooring: Carpet, Tile
Levels, Entrance, & Accessibility
Stories: 1Levels: SplitEntry Location: Ground LevelFloors: Carpet, Tile

Exterior Features

Exterior Home Features
Roof: ShinglePatio / Porch: Screened PorchExterior: Auto SprinklerFoundation: Slab
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageNo Attached GarageNo Open ParkingParking Spaces: 2Parking: 2 Car Garage,Garage Door Opener
Frontage
Not on Waterfront
Water & Sewer
Sewer: Public Sewer

Property Information

Year Built
Year Built: 2005
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Contemporary
Building
Construction Materials: BlockNot a New Construction
Property Information
Parcel Number: 1817520960

Price & Status

Price
List Price: $387,000Price Range: $375,000 - $387,000
Status Change & Dates
Off Market Date: Thu Nov 02 2023

Active Status

MLS Status: Closed

Media

Location

Direction & Address
City: St AugustineCommunity: Southwood
School Information
Elementary School: W. D. HartleyJr High / Middle School: Gamble RogersHigh School: Pedro Menendez

Building

Building Area
Building Area: 2612 Square Feet

Community

Community Features: Gated

HOA

Has an HOAHOA Fee: $196/Monthly

Lot Information

Lot Area: 6098.4 sqft

Miscellaneous

Mls Number: 230347

Additional Information

Gated

Price and Tax history

DateEventPrice
Nov 29, 2023
Source: St Augustine St Johns County BOR #230347
Sold
$375,000
Nov 3, 2023
Source: realMLS #1216837
Pending
$387,000
Nov 2, 2023
Source: St Augustine St Johns County BOR #230347
Contingent
$387,000
Oct 5, 2023
Source: St Augustine St Johns County BOR #230347
PendingToActive
$387,000
Oct 1, 2023
Source: realMLS #1216837
Pending
$387,000

Market trends in Saint Augustine

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$429K
$2.5KMoM
Sale-to-List Price
97.4%
Price per sq ft
$228
$0MoM
Available listings
1730
61MoM

Around this home

What Locals Say about Saint Augustine

At least 670 Trulia users voted on each feature.

  • 91 % Say it's dog friendly

  • 90 % Say car is needed

  • 79 % Say there's holiday spirit

  • 79 % Say yards are well-kept

  • 74 % Say people would walk alone at night

  • 73 % Say it's quiet

  • 70 % Say parking is easy

  • 68 % Say kids play outside

  • 63 % Say there's wildlife

  • 63 % Say there are sidewalks

  • 60 % Say neighbors are friendly

  • 56 % Say they plan to stay for at least 5 years

  • 53 % Say streets are well-lit

  • 40 % Say there are community events

  • 35 % Say it's walkable to restaurants

  • 31 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.
  • Trulia User
    "Great place to raise your family. The kids are kind and friendly and the schools are awesome! Plenty of community parks."
    0
    Flag
  • Trulia User
    "Great place to raise kids "
    0
    Flag
  • Trulia User
    "My neighborhood is attractive and peaceful. It’s green and full of unique houses and friendly people. The only problem is that the traffic is loud and too fast. "
    1
    Flag
  • Trulia User
    "There are nice decorations for each holiday. Other than that it’s just a friendly neighborhood and everyone is friendly and nice. "
    0
    Flag
  • Xavier.rivera11
    "Its very safe. I like it a lot. A lot of families and friendly people. I feel that the area is growing and still needs more activities in the amenity to have a better community "
    1
    Flag
  • Tiffany Villano
    "It’s a great community. Lots of kids and amenities Both close to Jacksonville downtown and Saint Augustine Lots of shopping food commercial lots of restaurants"
    0
    Flag
  • Ilester1862
    "I’ve lived in this neighborhood for over 5 years and love it. Neighbors are great and care for their homes. Very active community. Feel safe."
    1
    Flag
  • Tiffany Villano
    "Schools are decent. Lots to do every where even though people complain that there isnt. There’s more infrastructure to come in the next couple years. Overall quiet calm communities working families Love it here "
    0
    Flag
  • Gregory McCain
    "Lots of space for walking dogs in natural surroundings including small lakes and ponds. Almost everyone uses a leash when walking their dog."
    0
    Flag
  • Trulia User
    "Fish market, veggie stand and a historical park all in walking very short distance and no HOA, intercoastal is right here too"
    0
    Flag
  • Connie Worley
    "It is quiet and off the main road. Neighbors are friendly and polite. There is a good mixture of families, middle aged and retirees. The neighborhood borders a state preserve, so no development will be allowed to the east. It’s only a ten minute drive to the beach."
    0
    Flag
  • Evan Martinez
    "It is a kid friendly neighborhood, the can play unsupervised in culdasac and neighbors watch out for them "
    0
    Flag
  • Qgsdn2x7dk
    " Nice it’s really nice to live here and grow up here very kid friendly and great for walks I love it here"
    0
    Flag
  • Lesley Plott
    "The neighborhood is car dependent but public transportation is easily accessible. The area is growing rapidly."
    0
    Flag
  • kathyafleming
    "From here it’s walkable to work eats and downtown. All the sites are within walking distance. It’s a great community for walking. There is a drawbridge off the island so traffic can back up but it clears fast. It’s a slower pace. "
    0
    Flag
  • 66alice69
    "Busy on week days commute times morning and But easy travel mid day and also weekends best on Sunday"
    0
    Flag
  • Syn2267
    "Having a Friendly dog and pick up after your dog. Master should be able to tame their dog. Not curbing your dog. "
    0
    Flag
  • Nichols
    "We have lived in our neighborhood for four years. Everything that we could want is only a 10 minute drive from us"
    0
    Flag
  • Randi Simmons
    "Trailmark is a family friendly Neighborhood and beautiful community. It is a gem of a place to live! "
    0
    Flag
  • stewart_mendenhall
    "We have many miles of walkways as well as a dog park. There are a lot of people that walk their dogs through our neighborhood and all seem very friendly for the most part. "
    0
    Flag
  • kathyafleming
    "St augustine is growing rapidly. Sometime you wait 15 or 20 minutes in traffic to get downtown. It’s friendly but be prepared to have ups and downs in traffic if you are carting children to snd from activities. "
    0
    Flag
  • Trulia User
    "Principals in downtown is shady af. Staff is smug. No counselors so be mindful of how the school handles students mental health."
    0
    Flag
  • kathyafleming
    "You can walk downtown or to restaurants and brewery’s on the boulevard. It’s got wide quiet residential streets and beautiful trees. People are friendly and everyone knows everyone else. There are amazing landmarks near by, a marina, the lighthouse and the Castillo. "
    0
    Flag
  • kathyafleming
    "Driving is easy but crowded during tourist season. Mornings are generally not bad at all. At 5 pm commute may be crowded x "
    0
    Flag
  • Elizabeth Skidmore
    "There aren’t any open areas to walk with your dog and the community areas do not have doggie bags or disposal areas. Also many of the neighbors post signs that are not dog friendly, even for something as harmless as walking on their grass "
    30
    Flag
  • Renee Hulse
    "Old town USA. You can fish, kayak, hike and swim. The amenities are wonderful and the neighbors are even better"
    6
    Flag
  • Sabena H.
    "No public transportation. Still a little remote, but is building quickly. Bartram Trail School district."
    2
    Flag
  • Adrianna H.
    "There is No dog park. Which would be nice. But plenty of walk ways and trails to walk. Most of the dogs are very friendly. "
    9
    Flag
  • Peter T.
    "Nice place to live many people very friendly it’s hot though bring sun screen and water but also bug spray because mosquitos are a plenty "
    4
    Flag
  • Adrianna H.
    "Every Friday is Food Truck Friday up at the amenity center. Also kids sporting events and certain holiday activities as well. "
    0
    Flag
  • Srrossi
    "Quiet. Plenty of Law Enforcement in the neighborhood. I trust my neighbors. I enjoy my 2 mile walk through our neighborhood."
    0
    Flag
  • Sarah K.
    "This town is growing as a dog friendly area. There is a lot of neighborhoods and local businesses that allow dogs. Most people are super excited to great your and your pup. "
    1
    Flag
  • Candice S.
    "Christmas stroll and lights display make this town special. Small town feel, fabulous food. History makes this place special."
    1
    Flag
  • Kristen K.
    "You need transportation for this community. There is no public transportation. You average about 30 minutes from most places ."
    0
    Flag
  • Richard D.
    "There are a lot of them in the neighborhood. Many people own dogs, but it is important to pick up after pets and not let them run wild."
    1
    Flag
  • Egbacro
    "Epic theatre is close by, and downtown is about a 10min drive. The beach is located in Anastasia Island which has a lot of activities. the Lighthouse is nearby, and Saint Augustine’s beach is through the 312 bridge. There is an Amphitheatre close by which has many local and international events. Loads of restaurants, wine tasting and bars, shops/boutiques, museums including the Fountain of youth ca be visited."
    1
    Flag
  • Tkendall344
    "Always an event. St Augustine people care regardless if they know you or not the community always come together during crisis or when someone need assistance. We are St. Augustine Strong"
    0
    Flag
  • Terri.degrande
    "No specific events. It’s just a nice, established, well-maintained neighborhood with a cheap home owners association that really is functional, and neighbors are friendly and range widely in age. There’s tons of sidewalks, parks, ponds, wildlife, and very easy access to all types of stores and restaurants. "
    1
    Flag
  • Melvinemccall
    "Neighbors watch out for each other and are always ready to help. Cookouts about twice a year in the neighborhood open to all "
    0
    Flag
  • Jacqueline
    "We do not have many events in our neighborhood we only have quarterly yard sales. The neighbors are friendly and the neighborhood is beautiful."
    0
    Flag

LGBTQ Local Legal Protections

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. © 2026 St Augustine & St. Johns County Board of REALTORS®. All rights reserved.

Frequently asked questions about 844 Crestwood Dr

  • What is 844 Crestwood Dr estimated to be worth?
    Trulia's estimated value for 844 Crestwood Dr in Saint Augustine, FL is $377,300.
  • What is the price history for 844 Crestwood Dr?
    844 Crestwood Dr in Saint Augustine, FL last sold for $375,000 in November 2023.
  • Is Saint Augustine a buyer's or seller's market?
    Saint Augustine is currently a buyer's market, based on recent for-sale activity.
  • What's the median sale price in Saint Augustine?
    The median sale price in Saint Augustine is $429K. That is down $2.5K from the prior month.
  • Does 844 Crestwood Dr have air conditioning?
    Yes, 844 Crestwood Dr in Saint Augustine, FL has air conditioning.
  • Does 844 Crestwood Dr have laundry facilities?
    Yes, 844 Crestwood Dr in Saint Augustine, FL has laundry facilities.

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