Forest Square Condos in Stamford, CT

Address: 44 Pleasant Street, Stamford, CT
Total Units: 20
Year Built: 1989–2013
Style: Townhouse
Bedrooms: 1, 2, and 3
MLS Sale Price Range: $216,500–$550,000 (11 recorded sales)
Median Sale Price: $345,000
HOA Fee: $280/month (varies by unit)
Property Tax: $5,612/year (varies by unit)

Forest Square Condos for Sale

Forest Square is a small condominium community with only 20 units total. Turnover is limited by definition. When a unit comes to market here, it does not sit long. The combination of townhouse-style living, a below-town-median price point, and a Stamford address creates genuine buyer demand each time a unit changes hands. No active listings are verified at this time, but availability shifts quickly at small complexes like this one. If you are watching Forest Square, contact The Engel Team’s Stamford listings page to stay ahead of new inventory, including any off-market opportunities before they hit the MLS.

Recently Sold at Forest Square

The MLS records 11 closed sales at Forest Square. Prices ranged from $216,500 to $550,000. The median sale price was $345,000. Unit sizes ranged from 739 to 1,491 square feet, with a median price per square foot of approximately $302.

The most recent sales tell a clear story about where pricing has moved. Unit 12, a 2-bed/2-bath unit measuring 1,491 square feet, sold in April 2026 for $550,000, or roughly $369 per square foot. That same unit sold in April 2022 for $450,000 and in September 2018 for $378,000. The appreciation trajectory on that specific unit is significant. Unit 21, a 2-bed/2-bath at 1,130 square feet, closed in October 2025 for $500,000. Unit 9, also 2-bed/2-bath but smaller at 829 square feet, sold in November 2024 for $411,500, which is approximately $496 per square foot, the highest per-square-foot figure in the dataset.

One-bedroom units show a different range. Unit 27, at 739 square feet, sold in August 2022 for $251,000. Unit 31, a larger 1-bed/1-bath at 1,478 square feet, sold in February 2021 for $280,000 after selling in May 2018 for $277,500. The wide square-footage variation within the 1-bedroom category at Forest Square is worth noting. Not all one-bedrooms here are the same product.

The full sales table is included below for reference.

UnitDatePriceBed/BathSqFtHOA/moTax/yr
1204/16/2026$550,0002/21,491$334$8,625
2110/31/2025$500,0002/21,130$319$6,468
911/05/2024$411,5002/2829$234$4,665
2708/04/2022$251,0001/1739$208$4,027
1204/26/2022$450,0002/21,479$333$6,128
3102/18/2021$280,0001/11,478$208$3,890
2205/15/2020$345,0002/21,143$323$6,320
1209/28/2018$378,0002/21,479$386$5,807
3105/11/2018$277,5001/11,439$240$3,587
2605/04/2018$216,5001/1793$187$3,771
2204/29/2016$340,0002/21,143N/A$5,612

About Forest Square

Forest Square is a townhouse-style condominium community at 44 Pleasant Street in Stamford. The complex was built between 1989 and 2013, which means construction spanned multiple phases. That phase range is relevant: units built in the later phase may have different finishes, layouts, or mechanical systems than those built in the original phase. With only 20 units total, Forest Square is one of the smaller condominium communities in Stamford. Small complexes of this size tend to have a different ownership culture than large high-rises, often with fewer transient owners and a more stable resident base. The complex sits well below the Stamford-wide median sale price of $718,000 across all property types, making it one of the more accessible condominium entry points in the city. Browse the broader Stamford CT condos market to see how Forest Square compares to other options across the city.

Homes and Layouts at Forest Square

Forest Square offers one-, two-, and three-bedroom townhouse units. The MLS sales record confirms unit sizes ranging from 739 to 1,491 square feet, a spread of nearly 800 square feet within the same 20-unit community. That variation is wider than most buyers expect. A 739-square-foot one-bedroom and a 1,491-square-foot two-bedroom are not comparable units even if they share a building address. The townhouse configuration means vertical living: multi-floor layouts with private entry, as opposed to flat-style condominiums accessed from a shared interior corridor. Buyers who prioritize separation from neighbors tend to prefer the townhouse format for exactly this reason. Specific parking arrangements, outdoor space, and storage allocation should be confirmed with the listing agent, as these details vary by unit position within the complex.

What Buyers Need to Know

The base HOA fee is listed at $280 per month, but the sales table shows monthly fees ranging from $187 to $386 across recorded transactions. That range reflects either unit-size variation, fee adjustments over time, or both. Before making an offer, confirm the current HOA fee for the specific unit, not the complex average. Obtain the most recent budget, reserve fund study, and meeting minutes. A 20-unit association has a thin financial base, which means a single large capital expense, whether a roof, foundation repair, or shared system replacement, can trigger a meaningful special assessment across a small group of owners.

Property taxes vary significantly by unit. Recorded annual taxes in the sales history range from $3,587 to $8,625. The spread is wide enough that two units in the same complex can carry very different annual carrying costs. Verify the current assessed value and tax bill for the specific unit before calculating your total monthly cost of ownership.

For a complex with a construction window spanning 1989 to 2013, buyers should ask directly which phase a given unit was built in and what, if any, system or structural differences exist between phases. Renovation variation between units is also worth examining. In a complex this size, some units may have been updated extensively while others remain largely original. That affects both value and what buyers are actually purchasing.

Confirm rental restrictions, pet policy, and owner-occupancy ratio before closing. These factors affect both your ability to use the unit flexibly and the financing options available to you. Many lenders apply different underwriting standards to associations below a certain owner-occupancy threshold. Resale considerations are also tied to these rules: a complex with a high investor-owner ratio may face lender restrictions that complicate future buyers’ financing and compress resale value over time. Request the full resale package, including the association’s current financial statements and any pending litigation, before removing contingencies.

Buying or Selling at Forest Square

Pricing a unit at Forest Square requires careful analysis. Eleven sales over an extended period in a 20-unit building means comps are thin, and no two units in this complex have sold under identical conditions. Unit 9 traded at nearly $496 per square foot in late 2024 while Unit 27 sold at roughly $340 per square foot in 2022. The difference is not just timing. It reflects size, floor plan, condition, and specific unit position within the complex. Applying a simple price-per-square-foot average to any given listing here would produce an unreliable number.

The Engel Team tracks individual unit history, HOA financial health, and off-market activity across the Stamford CT real estate market. If you are considering buying at Forest Square, the right move is a valuation based on the specific unit, not the complex average. If you own a unit here and are thinking about selling, the 2025 and 2026 sales data indicates the market for well-presented two-bedroom units has moved sharply upward. Getting pricing right at the first list is especially important in a 20-unit building where one overpriced listing can stall interest for months.

Contact The Engel Team directly to discuss current availability, off-market units, or a specific valuation for Forest Square.

Videos

Your Personal Information Is Strictly Confidential And Will Not Be Shared With Any Outside Organizations. By Submitting This Form With Your Telephone Number You Are Consenting For The Engel Team And Authorized Representatives To Contact You Even If Your Name Is On The Federal "Do-Not-Call List."

Quick Links

COntact

© 2025 DOUGLAS ELLIMAN REAL ESTATE. ALL MATERIAL PRESENTED HEREIN IS INTENDED FOR INFORMATION PURPOSES ONLY. WHILE THIS INFORMATION IS BELIEVED TO BE CORRECT, IT IS REPRESENTED SUBJECT TO ERRORS, OMISSIONS, CHANGES OR WITHDRAWAL WITHOUT NOTICE. ALL PROPERTY INFORMATION, INCLUDING, BUT NOT LIMITED TO SQUARE FOOTAGE, ROOM COUNT, NUMBER OF BEDROOMS AND THE SCHOOL DISTRICT IN PROPERTY LISTINGS SHOULD BE VERIFIED BY YOUR OWN ATTORNEY, ARCHITECT OR ZONING EXPERT. EQUAL HOUSING OPPORTUNITY. Fair Housing Logo