2091 Diamond Ct, Oldsmar, FL 34677
Property image
Property image
OFF MARKET

$1,094,900

Trulia Estimate
  • 4 Beds
  • 3 Baths
  • 2,934 sqft (on 0.30 acres)

2091 Diamond Ct, Oldsmar, FL 34677

Est. Refi. Payment $7,413/mo*
Refinance Your Home
Currently Off Market - Sold Sep 6, 2022 for $915,000

Home Value

Trulia Estimate
$1.09M
Since last month
Increased$7K (+0.7%)
Since last year
Increased$57K (+5.5%)
Since last sale
Increased$180K (+19.7%)
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 +125% in the last 10 years
MonthEstimated value
2026
August 2026$1.09M
August 2026$1.09M
July 2026$1.09M
June 2026$1.08M
May 2026$1.08M
April 2026$1.07M
March 2026$1.08M
February 2026$1.07M
January 2026$1.06M
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
2055 DIAMOND COURT, Oldsmar, FL
0.05
Single-Family Home
$1,100,000
08/03/26
3
3
3,237
2019 DIAMOND COURT, Oldsmar, FL
0.11
Single-Family Home
$1,075,000
12/09/25
4
3
3,502
30 TURTLE CREEK CIRCLE, Oldsmar, FL
0.28
Single-Family Home
$1,075,000
05/19/26
4
3
2,850
35 KELLEYS TRAIL, Oldsmar, FL
0.24
Single-Family Home
$1,030,000
04/28/26
5
3
3,518
2272 WARWICK DRIVE, Oldsmar, FL
0.40
Single-Family Home
$685,000
07/24/26
4
3
2,512
2159 WARWICK DRIVE, Oldsmar, FL
0.41
Single-Family Home
$795,000
06/01/26
4
3
2,673
1827 FOXBORO COURT, Oldsmar, FL
0.49
Single-Family Home
$770,000
10/15/25
4
3
2,606
4797 STONEBRIAR DRIVE, Oldsmar, FL
0.55
Single-Family Home
$741,500
09/30/25
4
3
2,486
3372 BRIAN ROAD S, Palm Harbor, FL
0.41
Single-Family Home
$705,000
08/14/26
4
3
2,804
3285 TARPON WOODS BOULEVARD, Palm Harbor, FL
0.51
Single-Family Home
$713,000
07/10/26
5
3
2,660

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
2055 DIAMOND COURT, Oldsmar, FL 34677
0.05
$1,100,000
3
3
3,237
Recently Sold
2019 DIAMOND COURT, Oldsmar, FL 34677
0.11
$1,075,000
4
3
3,502
Recently Sold
85 KELLEYS TRAIL, Oldsmar, FL 34677
0.16
$1,100,000
5
3
3,390
For Sale
5036 Pinnacle Drive, Oldsmar, FL 34677
0.20
$584,400
3
2
1,972
Off Market
5100 PINNACLE DRIVE, Oldsmar, FL 34677
0.22
$665,600
3
2.5
2,161
Off Market
1966 DIAMOND CT, Oldsmar, FL 34677
0.17
$1,201,000
5
3
3,224
Off Market
1942 MUIRFIELD WAY, Oldsmar, FL 34677
0.20
$1,891,200
5
5
5,592
Off Market
5099 PINNACLE DRIVE, Oldsmar, FL 34677
0.25
$581,800
3
2
2,450
Off Market
5132 PINNACLE DRIVE, Oldsmar, FL 34677
0.26
$687,700
3
2
2,210
Off Market
30 KELLEYS TRAIL, Oldsmar, FL 34677
0.23
$1,108,600
4
3
3,726
Off Market
35 KELLEYS TRAIL, Oldsmar, FL 34677
0.24
$1,030,000
5
3
3,518
Recently Sold
4902 TURTLE CREEK TRAIL, Oldsmar, FL 34677
0.26
$1,139,500
5
4
3,480
Off Market

Local Information

  • Map ViewExplore the area around 2091 Diamond Ct.
  • Schools2 Preschool Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1995
0.3 acre lot
2,934 sqft
$373/sqft
Garage

About this House

You can have the "LAKE" & the "WOODS" with this East Lake Woodlands CONSERVATION & LAKE frontage POOL/SPA home! This 4BR (oversized 4th BR), Htd. Pool/Spa, & 3-Car Garage executive home has ALL THE UPGRADES! WHOLE-HOME GENERATOR SYS. & HURRICANE SLIDERS, WINDOWS, & DOORS! Where can you find a FULLY UPGRADED home (INSIDE & OUT)? Every aspect of the home has been upgraded with all the finest improvements available! The interior has a fully renovated master suite, crown molding, tray ceiling, vaulted ceilings, custom closets system, dual head seamless shower, storage area, & more. The dining, kitchen, & large/open family room all flow to stunning views of the lake and conservation. The pro series kitchen appliance package (w/ 6 burner gas range & exhaust), custom cabinets, granite, long island bar, and fixtures all will impress! The huge ceilings allow for amazing views & natural light, along with a wet bar & fireplace! Stunning travertine & wood floors (17') will make you feel right at home. BA's 2 & 3 (pool bath) have been fully upgraded with seamless glass shower doors, custom cabinets, granite, & beautiful fixtures. Your expansive BR 4 has a large walk-in custom closet, plantation shutters, crown molding, & can easily be split into 2 BR's. It (BR 4) could easily be a secondary master suite. You'll see plantation shutters, fans, & a custom closet in BR 2 as well! So much of this interior of the home frames the stunning views of the exterior lake, pool, & conservation! You'll love the garage with side door access & built-in storage organizer system w/ racks. This exterior will "wow" on every level! HURRICANE WINDOWS & SLIDERS (incl. garage doors), whole-home GENERAC GENERATOR system (18'), HVAC (19'), front & back sealed pavers, heated pebble tec tile/spa/pool, water softener system, propane gas range, spa, & grill, landscape borders, & cement barrel tile roof (12'). East Lake Woodlands is a wonderful community with loads of conservation (watch out for the deer mingling), ponds, lakes, winding streets, & 24 hr. managed security & gates. Diamond Crest is a community within ELW, that is a cul de sac street meticulously landscaped, & stunning at every turn. The Diamond Crest HOA (sub-association) and East Lake Woodlands HOA (master association) make up the collective HOA's. Enjoy the optional membership options (fees required) of Golf, Tennis, & Social options at the country club that feature two swimming pools (splash-pad), 2 golf course, a clubhouse, 16 tennis courts, fitness center, & dining/social events. This amazing home & community is conveniently located near the Pinellas & Hillsborough County lines with easy access to the beaches, lakes, downtown Safety Harbor, Dunedin, Pinellas Trail, Upper Tampa Bay, Tampa International Airport, & much more!
2091 Diamond Ct, Oldsmar, FL 34677 is a 4 bedroom, 3 bathroom, 2,934 sqft single-family home built in 1995. It last sold for $915,000 on Sep 6, 2022. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,094,900, with a rent estimate of $4,509/month.

Home Details for 2091 Diamond Ct

Interior Features

Levels, Entrance, & Accessibility
Stories: 1Floors: Tile, Other, Hardwood
Heating & Cooling
Air ConditioningCooling System: Central
Fireplace & Spa
FireplaceHot Tub or Spa

Exterior Features

Exterior Home Features
Roof: TileDeckExterior: StuccoFoundation Type: FootingPatio
Pool
Pool
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 1995Year Updated: 2005
Property Type / Style
Property Type: Single Family Home

Community

Units in Building: 1

Lot Information

Lot Area: 0.30 acres

Price and Tax history

DateEventPrice
Sep 6, 2022
Source: N/A
Sold
$915,000
Jul 22, 2022
Source: Stellar MLS #T3379047
Pending
$950,000
Jun 16, 2022
Source: Stellar MLS #T3379047
Listed For Sale
$950,000
Oct 12, 1995
Source: N/A
Sold
$332,300
Jun 16, 1995
Source: N/A
Sold
$43,600

Market trends in Oldsmar

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$413K
$11.25KMoM
Sale-to-List Price
97.7%
0.5%MoM
Price per sq ft
$253
$14MoM
Available listings
182
12MoM

Around this home

What Locals Say about Oldsmar

At least 195 Trulia users voted on each feature.

  • 92 % Say it's dog friendly

  • 90 % Say there are sidewalks

  • 90 % Say car is needed

  • 87 % Say parking is easy

  • 79 % Say it's quiet

  • 77 % Say there's holiday spirit

  • 76 % Say people would walk alone at night

  • 74 % Say streets are well-lit

  • 68 % Say kids play outside

  • 66 % Say there's wildlife

  • 64 % Say yards are well-kept

  • 63 % Say it's walkable to restaurants

  • 60 % Say they plan to stay for at least 5 years

  • 58 % Say it's walkable to grocery stores

  • 57 % Say neighbors are friendly

  • 34 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Mike Rood
    "Oldsmar is a safe community with lots of outdoor opportunities for fun. There are a lot of welcoming neighbors. "
    0
    Flag
  • Alexandruivan1982
    "Close to everything. Safe, clean, pools available. Lots of parks, great schools. Lots of activities: ice skating, ymca, oldsmar rec center has many classes. "
    0
    Flag
  • Cancion14590
    "A little bit further drive to most of my destinations, but totally worth it for the safety and surroundings"
    3
    Flag
  • William G. I.
    "Dog owners would love this area just don't be like everyone else in my apartment complex and not pick up dog poo"
    2
    Flag
  • Smithlouise58
    "We don’t have public transportation except for a taxi service who is very reasonable. We are within 15 minutes of all the beaches. We are convenient to shopping and Drs. "
    0
    Flag
  • Asia7412
    "Dog owners would love how much green grass there is and how good the sidewalks are. But I would prefer if they keep the area clean"
    2
    Flag
  • Awasenda18
    "Great place to live. Lots of families and very pet friendly. Close to beaches. Very safe neighborhood overall. "
    1
    Flag
  • Nicholas.balan
    "very closed and private great atmosphere and well maintained. People always walk their dogs and the grass and sidewalks as well as the parks are well maintained"
    0
    Flag
  • Sheila C.
    "I have been here 17years. Very family friendly. Safe to walk at night. Great restaurants and shops within walking distance. "
    1
    Flag
  • Sam L.
    "Close to Tampa and Cleawater but far enough also. Close to stores, restaurants, and theater. Lots of local shops and farmers market."
    0
    Flag
  • Dave B.
    "Ice rink and sports fields.. Publix and good food places to take the family. Close to Tampa and Beaches ."
    0
    Flag
  • Krista L.
    "There are nice sidewalks and in my family's subdivision has an HOA so the yards have to be maintained. "
    0
    Flag
  • Kathy.gasparini1963
    "ELW is a short commute to any part of the county. Very good location! Tampa road to Memorial will take you to the airport in 25 minutes. We have lived here for 25 years. That is how much we love it! "
    2
    Flag
  • Noelle V.
    "Lots of neighbors with great dogs. Can walk to dog park to play or just take a nice stroll in the neighborhood. Love it. "
    1
    Flag
  • OldsmarRocks!
    "A family friendly neighborhood where everybody keeps their homes and yards in great condition. The area is convenient to lots of shopping options and a 15 minute ride to Tampa airport."
    0
    Flag
  • Tregas
    "The walking distance to great parks, a beautiful secluded town beach on Tampa Bay, and a golf cart neighborhood all less than 12 miles from the Tampa International Airport make this a highly sought after neighborhood with no HOA fees"
    0
    Flag
  • Shawnluv
    "Dog friendly community. Everyone here is friendly and looks out for one another. It's a private circle. A good mixture of ages and the families with kids are never a problem (ie kids running around being mischievous and loud)."
    0
    Flag
  • Tracyhami
    "everything the dogs are well taken care of they have walking areas and parks around the area. it is a pet lover's paradise "
    0
    Flag
  • Kittyharlott
    "Oldsmar is a great area to walk dogs. Forest lake are is the best. Shopping and restaurants are near. "
    0
    Flag
  • Charles p.
    "I love Oldsmar I've lived here all my life my kids have gone to East Lake High School love the area wouldn't live anywhere else"
    0
    Flag
  • Aidenkai200
    "I've lived here for 9 years and I love it so much and wanting to renovate it to make it super nice and warm and comfortable"
    0
    Flag
  • Matty
    "Very friendly neighborhood that is also very pet friendly. Everyone knows the dogs names in the neighborhood."
    0
    Flag
  • Judi
    "Love the neighborhood because it is equally close to beaches, major highways, healthy grocery stores and airport! "
    0
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 2091 Diamond Ct

  • What is 2091 Diamond Ct estimated to be worth?
    Trulia's estimated value for 2091 Diamond Ct in Oldsmar, FL is $1,094,900.
  • What is the price history for 2091 Diamond Ct?
    2091 Diamond Ct in Oldsmar, FL last sold for $915,000 in September 2022.
  • Is Oldsmar a buyer's or seller's market?
    Oldsmar is currently a buyer's market, based on recent for-sale activity.
  • What's the median sale price in Oldsmar?
    The median sale price in Oldsmar is $413K. That is up $11.25K from the prior month.
  • Does 2091 Diamond Ct have air conditioning?
    Yes, 2091 Diamond Ct in Oldsmar, FL has air conditioning.
  • Does 2091 Diamond Ct have a pool?
    Yes, 2091 Diamond Ct in Oldsmar, FL has a pool.

Explore by feature - Pet Friendly

29 pet-friendly rentals in Oldsmar, FL

Explore by feature - Garage

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Explore by feature - Air Conditioning

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Explore by feature - Pool

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Explore by feature - Washer/dryer

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Explore by feature - Outdoor Space

9 rentals with an outdoor space in Oldsmar, FL

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